Updated on 2024/12/25

写真a

 
MITSUDO Koichi
 
Organization
Faculty of Environmental, Life, Natural Science and Technology Associate Professor
Position
Associate Professor
External link

Degree

  • Master of Engineering ( Kyoto University )

  • Ph.D.(Engineering) ( Kyoto University )

Research Interests

  • 有機金属化学

  • organic chemistry

  • 有機合成化学

  • Organic Fuctional Materials

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry

Education

  • Kyoto University   大学院工学研究科   合成・生物化学専攻 博士後期課程

    2000.4 - 2003.3

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  • Kyoto University   大学院工学研究科   合成・生物化学専攻 博士前期課程

    1998.4 - 2000.3

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    Country: Japan

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  • Kyoto University   化学研究所 研究生  

    1997.4 - 1998.3

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  • Kyoto University   工学部   工業化学科

    1993.4 - 1997.3

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    Country: Japan

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Research History

  • Okayama University   学術研究院環境生命自然科学学域   Associate Professor

    2023.4

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  • Okayama University   学術研究院自然科学学域   Associate Professor

    2021.4 - 2023.3

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  • Okayama University   The Graduate School of Natural Science and Technology   Associate Professor

    2013.4 - 2021.3

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  • Okayama University   The Graduate School of Natural Science and Technology   Assistant Professor

    2007.4 - 2013.3

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  • Okayama University   Graduate School of Natural Science and Technology   Assistant Professor

    2005.4 - 2007.3

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  • Okayama University   Faculty of Engineering, Department of Applied Chemistry   Research Assistant

    2004.4 - 2005.3

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  • Post Doctoral Fellow, University of Toronto

    2003.5 - 2004.3

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    Country:Canada

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  • Kyoto University   Graduate School of Engineering Department of Synthetic Chemistry and Biological Chemistry

    2003.4

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Professional Memberships

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Committee Memberships

  • 有機電子移動化学研究会   有機電子移動化学研究会常任幹事  

    2023.4   

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  •   日本化学会新領域研究グループ サステイナブル・機能レドックス化学  

    2016   

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    Committee type:Academic society

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  • 電気化学会関西支部   幹事  

    2024.3 - 2025.2   

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  • 日本化学会   代表正会員(中国四国支部)  

    2023.3 - 2025.2   

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    Committee type:Academic society

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  • 電気化学会   代議員  

    2022.3 - 2024.3   

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    Committee type:Academic society

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  • 有機合成化学協会   有機合成化学協会誌編集協力委員  

    2019.4 - 2021.3   

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    Committee type:Academic society

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  • 有機電子移動化学研究会   有機電子移動化学研究会幹事  

    2015 - 2023.3   

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    Committee type:Other

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Papers

  • Electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines under mild conditions with a proton-exchange membrane reactor Invited Reviewed

    Koichi Mitsudo, Atsushi Osaki, Haruka Inoue, Eisuke Sato, Naoki Shida, Mahito Atobe, Seiji Suga

    Beilstein Journal of Organic Chemistry   20   1560 - 1571   2024.7

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Beilstein Institut  

    An electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines using a proton-exchange membrane (PEM) reactor was developed. Cyanoarenes were then reduced to the corresponding benzylamines at room temperature in the presence of ethyl phosphate. The reduction of nitroarenes proceeded at room temperature, and a variety of anilines were obtained. The quinoline reduction was efficiently promoted by adding a catalytic amount of p-toluenesulfonic acid (PTSA) or pyridinium p-toluenesulfonate (PPTS). Pyridine was also reduced to piperidine in the presence of PTSA.

    DOI: 10.3762/bjoc.20.139

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    Other Link: https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-20-139.pdf

  • Electrochemical Synthesis of Dibenzothiophene S,S-Dioxides from Biaryl Sulfonyl Hydrazides Invited Reviewed

    Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo, Seiji Suga

    Electrochemistry   91   112007   2023.10

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Electrochemical Society of Japan  

    DOI: 10.5796/electrochemistry.23-67078

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  • Electrosynthesis of Phosphacycles via Dehydrogenative C–P Bond Formation Using DABCO as a Mediator Reviewed

    Yuji Kurimoto, Jun Yamashita, Koichi Mitsudo, Eisuke Sato, Seiji Suga

    Organic Letters   23 ( 8 )   3120 - 3124   2021.4

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society ({ACS})  

    DOI: 10.1021/acs.orglett.1c00807

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  • Electrochemical Synthesis of Thienoacene Derivatives: Transition‐Metal‐Free Dehydrogenative C−S Coupling Promoted by a Halogen Mediator Reviewed

    Koichi Mitsudo, Ren Matsuo, Toki Yonezawa, Haruka Inoue, Hiroki Mandai, Seiji Suga

    Angewandte Chemie International Edition   59 ( 20 )   7803 - 7807   2020.5

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    The first electrochemical dehydrogenative C−S bond formation leading to thienoacene derivatives is described. Several thienoacene derivatives were synthesized by dehydrogenative C−H/S−H coupling. The addition of nBu4NBr, which catalytically promoted the reaction as a halogen mediator, was essential.

    DOI: 10.1002/anie.202001149

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.202001149

  • Electrogenerated Lewis Acid-Catalyzed Claisen Rearrangement of Allyl Aryl Ethers Reviewed

    Yuta Niki, Koichi Mitsudo, Eisuke Sato, Seiji Suga

    Organic Letters   2024.12

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/acs.orglett.4c03928

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  • N-Phenylphenothiazine Radical Cation with Extended π-Systems: Enhanced Heat Resistance of Triarylamine Radical Cations as Near-Infrared Absorbing Dyes Invited Reviewed

    Masafumi Yano, Minami Ueda, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi

    Colorants   2024.12

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.3390/colorants3040024

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  • Synthesis of Thienoacenes By Electrochemical Double C–S Cyclization Promoted By a Halogen Mediator

    Koichi Mitsudo, Takuya Nagahara, Seiji Suga

    ECS Meeting Abstracts   2024.11

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1149/MA2024-02533640mtgabs

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  • Electrocatalytic Hydrogenation of Nitrogen-Containing Compounds Using a Proton-Exchange Membrane Reactor

    Seiji Suga, Koichi Mitsudo, Atsushi Osaki, Haruka Inoue

    ECS Meeting Abstracts   2024.11

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1149/MA2024-02533610mtgabs

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  • Electrochemical Synthesis of Diarylsultones and Dibenzothiophene Dioxide Via C–O/C–S Bond Formation

    Yasuyuki Okumura, Koichi Mitsudo, Seiji Suga

    ECS Meeting Abstracts   2024.11

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1149/MA2024-02533637mtgabs

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  • SNAr Hexafluoroisopropoxylation of Electron-rich Aryl Fluoride with a Catalytic Electrical Input Reviewed

    Eisuke Sato, Tomohiro Nakahama, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   upae196   2024.10

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Oxford University Press (OUP)  

    Abstract

    Anodic oxidation-promoted SNAr reactions of electron-rich aryl fluoride were developed. The anodic oxidation of 4-fluoroanisole in hexafluoroisopropyl alcohol (HFIP) with K2CO3 led to SNAr-type hexafluoroisopropoxylation, and the reaction was completed with a catalytic electrical input. The results of cyclic voltammetry suggest that the radical cation of 4-fluoroanisole, which would react with the alkoxide of HFIP, is generated. Electron transfer between the intermediate and the starting material constructs the catalytic cycle, and the elimination of fluoride from the Meisenheimer complex produces the desired compound.

    DOI: 10.1093/chemle/upae196

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  • Electrocatalytic Hydrogenation of Pyridines and Other Nitrogen-Containing Aromatic Compounds Reviewed

    Naoki Shida, Yugo Shimizu, Akizumi Yonezawa, Juri Harada, Yuka Furutani, Yusuke Muto, Ryo Kurihara, Junko N. Kondo, Eisuke Sato, Koichi Mitsudo, Seiji Suga, Shoji Iguchi, Kazuhide Kamiya, Mahito Atobe

    Journal of the American Chemical Society   146 ( 44 )   30212 - 30221   2024.10

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/jacs.4c09107

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  • Synthesis of Thienoacenes by Electrochemical Double C–S Cyclization Using a Halogen Mediator: Utility of an S-MOM Group for Halogen-Mediated Electrolysis

    Koichi Mitsudo, Takuya Nagahara, Nozomi Kataura, Toki Yonezawa, Yuri Tachibana, Nolan Soulié, Keisuke Shigemori, Eisuke Sato, Hiroki Mandai, Seiji Suga

    2024.8

  • Electrochemical Synthesis of Heterocyclic Compounds via Carbon–Heteroatom Bond Formation: Direct and Indirect Electrolysis Invited Reviewed

    Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   53   upae146   2024.7

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Oxford University Press (OUP)  

    Abstract

    Electrochemical organic synthesis has attracted attention as an environmentally friendly method for constructing heterocyclic compounds via carbon–heteroatom bond formation. Herein, we describe the representative examples of electrochemical reactions to produce heterocycles, and discuss them according to whether they involve direct or indirect electrolysis.

    DOI: 10.1093/chemle/upae146

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  • Sequential Paired Electrochemical Transformation of Styrene Oxide via Anodic Meinwald Rearrangement and Cathodic Nitro­methylation in an Electrochemical Flow Reactor with Catalytic Electrical Input Reviewed

    Eisuke Sato, Seiji Suga, Kanon Nagamine, Chika Sasaki, Shumpei Kunimoto, Koichi Mitsudo

    Synthesis   56 ( 16 )   2507 - 2512   2024.4

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Georg Thieme Verlag KG  

    Abstract

    Paired electrosynthesis, which utilize both anodic and cathodic events in electrolysis, enables attractive transformations with higher current efficiency than conventional electrosynthesis. The electrochemical flow technique has been widely employed to ensure stable reaction conditions and mitigate issues stemming from mass transfer. In this study, the electrochemical Meinwald rearrangement of styrene oxides was investigated, yielding aldehydes as intermediates, followed by the nitromethylation of aldehydes to produce β-nitro alcohols. These reactions were achieved with catalytic electrical input, enabling the conversion of various styrene oxides into the corresponding β-nitro alcohols.

    DOI: 10.1055/a-2309-6737

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  • [1,2]-Retro-Brook Rearrangement Induced by Electrochemical Reduction of Silyl Enolates Reviewed

    Ban Kinoshita, Saki Maejima, Yuta Niki, Koichi Mitsudo, Seiji Suga, Hideki Yorimitsu

    Bulletin of the Chemical Society of Japan   97   uoae038   2024.3

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Oxford University Press (OUP)  

    Abstract

    Electrochemical reduction of the trimethylsilyl enolates of alkyl aryl ketones induces retro-Brook rearrangement to provide 1-aryl-1-trimethylsilylalkan-1-ols. The transformation proceeds through a sequence of 1) single-electron reduction of the silyl enolate, 2) protonation with a phenol, 3) another single-electron reduction to form siloxy-substituted benzylic anion, and 4) the pivotal retro-Brook rearrangement.

    DOI: 10.1093/bulcsj/uoae038

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  • Alkynylation of Aldehydes Initiated by Cathodic Reduction Invited Reviewed

    Eisuke Sato, Mayu Fujii, Koichi Mitsudo, Seiji Suga

    ChemElectroChem   11 ( 1 )   e202300499   2023.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    Abstract

    Alkynylation of aldehydes initiated by cathodic reduction was performed. The cathodic alkynylation required only a semi‐catalytic amount of electricity to consume the starting material completely. Cyclic voltammetry and some control experiments suggest that the electron‐generated base derived from the cathodic reduction of benzaldehyde promotes alkynylation.

    DOI: 10.1002/celc.202300499

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  • Synthesis and properties of thieno[3,2-b]thiophene appended triarylamine radical cations: Near-infrared absorbing dye with absorption beyond 1400 nm Reviewed

    Masafumi Yano, Kazushi Ueda, Yuto Shimizu, Yuki Arikata, Misaki Nakai, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi

    Dyes and Pigments   222   111916 - 111916   2023.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.dyepig.2023.111916

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  • Electrochemical Coupling Reactions Using Non‐Transition Metal Mediators: Recent Advances Invited Reviewed

    Koichi Mitsudo, Yasuyuki Okumura, Eisuke Sato, Seiji Suga

    European Journal of Organic Chemistry   26 ( 47 )   e202300835   2023.11

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    Authorship:Lead author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    Abstract

    Indirect electrolysis method using appropriate mediators enables numerous chemical reactions. The general principles of mediators were described herein with a particular focus on non‐transition metal mediators. Recent representative examples of bond formation reactions by indirect electrolysis are summarized and discussed here.

    DOI: 10.1002/ejoc.202300835

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  • Cathodic N-O Bond Cleavage of N-Alkoxy Amide Invited Reviewed

    Eisuke Sato, Sayaka Ogita, Koichi Mitsudo, Seiji Suga

    Electrochemistry   91   112005   2023.9

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Electrochemical Society of Japan  

    DOI: 10.5796/electrochemistry.23-67079

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  • Anodic Dehydrogenative Aromatization of Tetrahydrocarbazoles Leading to Carbazoles Reviewed

    Eisuke Sato, Ayaka Yukiue, Koichi Mitsudo, Seiji Suga

    Organic Letters   25 ( 28 )   5339 - 5344   2023.7

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.orglett.3c01914

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  • Electrochemical Synthesis of Sultone Derivatives via Dehydrogenative C-O Bond Formation. Reviewed International journal

    Koichi Mitsudo, Yasuyuki Okumura, Kotaro Yohena, Yuji Kurimoto, Eisuke Sato, Seiji Suga

    Organic Letters   25 ( 19 )   3476 - 3481   2023.5

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    Electrochemical dehydrogenative C-O bond formation for the synthesis of sultones was achieved. In the presence of K2CO3 and H2O, constant current electrolysis of [1,1'-biphenyl]-2-sulfonyl chloride afforded an aryl-fused sultone quantitatively. Under the optimized conditions, a variety of sultone derivatives were obtained. Control experiments suggest that the electrochemical oxidation of the sulfonates generated in situ would afford sulfo radical intermediates.

    DOI: 10.1021/acs.orglett.3c01062

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  • Electrochemical Cross-Coupling Reactions between Arylboronic Esters and Aryllithiums Using NaBr as a Halogen Mediator Invited Reviewed

    Koichi Mitsudo, Keisuke Shigemori, Taro Shibata, Hiroki Mandai, Eisuke Sato, Seiji Suga

    Synthesis   55 ( 18 )   2999 - 3004   2023.2

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    Authorship:Lead author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:Georg Thieme Verlag KG  

    Abstract

    An electrochemical cross-coupling reaction between arylboronic esters and aryllithiums was developed. The presence of Br– in the electrolyte was found to be essential for the reaction. NaBr was chosen as the electrolyte for its inexpensiveness and abundance, and also acted as a halogen mediator. The reaction proceeded under mild conditions to afford biaryls.

    DOI: 10.1055/a-2034-9821

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  • Electrochemical Carbon-Ferrier Rearrangement Using a Microflow Reactor and Machine Learning-Assisted Exploration of Suitable Conditions Reviewed

    Eisuke Sato, Gaku Tachiwaki, Mayu Fujii, Koichi Mitsudo, Takashi Washio, Shinobu Takizawa, Seiji Suga

    Organic Process Research & Development   28 ( 5 )   1422 - 1429   2023.1

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.oprd.2c00267

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  • Electrochemical Synthesis of Dibenzothiophenes via Intramolecular C–S Cyclization with a Halogen Mediator Reviewed

    Koichi Mitsudo, Yuri Tachibana, Eisuke Sato, Seiji Suga

    Organic Letters   24 ( 46 )   8547 - 8552   2022.11

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    Authorship:Lead author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.orglett.2c03574

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  • A Facile Access to Spirooxindoles by Halogen-mediated Electrochemical Semi-pinacol Rearrangement Reviewed

    Eisuke Sato, Sae Kangawa, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   51 ( 11 )   1067 - 1069   2022.11

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Oxford University Press (OUP)  

    DOI: 10.1246/cl.220368

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  • Electrochemical hydrogenation of enones using a proton-exchange membrane reactor: selectivity and utility Invited Reviewed

    Koichi Mitsudo, Haruka Inoue, Yuta Niki, Eisuke Sato, Seiji Suga

    Beilstein Journal of Organic Chemistry   18   1055 - 1061   2022.8

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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Beilstein Institut  

    Electrochemical hydrogenation of enones using a proton-exchange membrane reactor is described. The reduction of enones proceeded smoothly under mild conditions to afford ketones or alcohols. The reaction occurred chemoselectively with the use of different cathode catalysts (Pd/C or Ir/C).

    DOI: 10.3762/bjoc.18.107

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    Other Link: https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-18-107.pdf

  • Substituent Control of Near-Infrared Absorption of Triphenylamine Radical Cation Invited Reviewed

    Masafumi Yano, Mai Sasaoka, Kohei Tamada, Misaki Nakai, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi

    Colorants   1 ( 3 )   354 - 362   2022.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:MDPI AG  

    Five triphenyltriphenylamines with various substituents were investigated as precursors for near-infrared absorbing materials. Cyclic voltammetry (CV) studies showed that they all give stable radical cations in solution. The radical cations obtained by one-electron chemical oxidation of these compounds show strong absorption in the near-infrared region, and the position of the absorption is strongly influenced by the substituent. DFT (density functional theory) calculations suggest that the introduction of stronger electron-donating substituents would result in a smaller HOMO–SOMO energy gap and thus a larger long wavelength shift, which is consistent with the experimental results. On the other hand, strong electron-withdrawing substituents increase the HOMO–SOMO energy gap, resulting in a short wavelength shift. The position of the near-infrared absorption peak of the triphenylamine radical cation can be controlled to the longer or shorter wavelength direction depending on the substituent. A molecular design of near-infrared absorbing dyes utilizing the electronic effects of substituents is described.

    DOI: 10.3390/colorants1030021

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  • Electro-oxidative Trimerization of 1,2-Dimethoxybenzene: Reductive Workup Strategy and Alternating Current Electrolysis to Peel off the Precipitated Radical Cation Ion Pair Reviewed

    Eisuke Sato, Yuta Niki, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   51 ( 6 )   629 - 632   2022.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Chemical Society of Japan  

    DOI: 10.1246/cl.220112

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  • Near-Infrared Absorbing Molecule Based on Triphenylamine Radical Cation with Extended Homoaryl π-System Invited Reviewed

    Masafumi Yano, Kohei Tamada, Misaki Nakai, Koichi Mitsudo, Yukiyasu Kashiwagi

    Colorants   1   226 - 235   2022.6

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.3390/colorants1020014

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  • Application of an Electrochemical Microflow Reactor for Cyanosilylation: Machine Learning-Assisted Exploration of Suitable Reaction Conditions for Semi-Large-Scale Synthesis Invited Reviewed

    Eisuke Sato, Mayu Fujii, Hiroki Tanaka, Koichi Mitsudo, Masaru Kondo, Shinobu Takizawa, Hiroaki Sasai, Takeshi Washio, Kazunori Ishikawa, Seiji Suga

    The Journal of Organic Chemistry   86 ( 22 )   16035 - 16044   2021.11

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    Cyanosilylation of carbonyl compounds provides protected cyanohydrins, which can be converted into many kinds of compounds such as amino alcohols, amides, esters, and carboxylic acids. In particular, the use of trimethylsilyl cyanide as the sole carbon source can avoid the need for more toxic inorganic cyanides. In this paper, we describe an electrochemically initiated cyanosilylation of carbonyl compounds and its application to a microflow reactor. Furthermore, to identify suitable reaction conditions, which reflect considerations beyond simply a high yield, we demonstrate machine learning-assisted optimization. Machine learning can be used to adjust the current and flow rate at the same time and identify the conditions needed to achieve the best productivity.

    DOI: 10.1021/acs.joc.1c01242

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  • Near-infrared absorption of a benzothiophene-appended triphenylamine radical cation: A novel molecular design of NIR-II dye Reviewed

    Masafumi Yano, Yoshinori Inada, Yuki Hayashi, Misaki Nakai, Koichi Mitsudo, Yukiyasu Kashiwagi

    Dyes and Pigments   197   109929   2021.11

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.dyepig.2021.109929

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  • Electro‐Oxidative Coupling Reactions Leading to π‐Conjugated Compounds Invited Reviewed

    Koichi Mitsudo

    The Chemical Record   21 ( 9 )   2269 - 2276   2021.9

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    Authorship:Lead author, Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/tcr.202100033

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/tcr.202100033

  • Cu-Catalyzed Dehydrogenative C–O Cyclization for the Synthesis of Furan-Fused Thienoacenes Reviewed

    Koichi Mitsudo, Yoshiaki Kobashi, Kaito Nakata, Yuji Kurimoto, Eisuke Sato, Hiroki Mandai, Seiji Suga

    Organic Letters   23 ( 11 )   4322 - 4326   2021.6

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    The first Cu-catalyzed dehydrogenative C-O cyclization for the synthesis of furan-fused thienoacenes is described. A variety of heteroacenes including a thieno[3,2-b]furan or a thieno[2,3-b]furan skeleton were synthesized by intramolecular C-H/O-H coupling. The use of a mixed solvent of N-methyl-2-pyrrolidone, ethylene glycol monomethyl ether, and toluene was essential for suppressing side reactions and efficiently promoting the reaction. Double C-O cyclization was also conducted to afford highly π-expanded furan-fused thienoacenes.

    DOI: 10.1021/acs.orglett.1c01256

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  • Acylative Desymmetrization of Cyclic meso-1,3-Diols by Chiral DMAP Derivatives Reviewed

    Hiroki Mandai, Tsubasa Hironaka, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   50 ( 3 )   471 - 474   2021.3

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Chemical Society of Japan  

    DOI: 10.1246/cl.200809

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  • Kinetic Resolution of Tertiary Alcohols by Chiral DMAP Derivatives: Enantioselective Access to 3-Hydroxy-3-substituted 2-Oxindoles Reviewed

    Hiroki Mandai, Ryuhei Shiomoto, Kazuki Fujii, Koichi Mitsudo, Seiji Suga

    Organic Letters   23 ( 4 )   1169 - 1174   2021.2

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.orglett.0c03956

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  • Synthesis, optical and electrochemical properties of 4,4′-bibenzo[c]thiophene derivatives Reviewed

    Kotaro Obayashi, Keiichi Imato, Satoshi Aoyama, Toshiaki Enoki, Seiji Akiyama, Mio Ishida, Seiji Suga, Koichi Mitsudo, Yousuke Ooyama

    RSC Advances   11 ( 31 )   18870 - 18880   2021

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry (RSC)  

    <p>4,4′-Bibenzo[<italic>c</italic>]thiophene <bold>4,4′-BBT</bold> and its silyl-substituted derivatives <bold>1,1′-Si-4,4′-BBT</bold> and <bold>1,1′,3,3′-Si-4,4′-BBT</bold> have been designed and developed as new π-building blocks.</p>

    DOI: 10.1039/d1ra01189h

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  • Acylative Desymmetrization of Glycerol Derivatives by Chiral DMAP Derivatives Reviewed

    Hiroki Mandai, Kosuke Ashihara, Koichi Mitsudo, Seiji Suga

    Heterocycles   102 ( 6 )   1083 - 1083   2021

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    Publishing type:Research paper (scientific journal)   Publisher:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-21-14433

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  • 2.9 Electrochemical Organic Synthesis via Radical Species Invited

    K. Mitsudo, S. Suga

    Free Radicals: Fundamentals and Applications in Organic Synthesis 2   2021

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    <jats:title>Abstract</jats:title><jats:p>An electrochemical single-electron-transfer reaction is a promising method to generate reactive radical species in organic synthesis. One-electron oxidation of a neutral compound gives a radical cation, which usually breaks down into a radical and a cationic species; conversely, one-electron reduction of a neutral compound affords a radical anion, which forms a radical and an anionic species. The radical species generated in this way can be used for a variety of transformations. In this chapter, selected recent electrochemical transformations that involve electrogenerated radical species are collected and described.</jats:p>

    DOI: 10.1055/sos-sd-233-00170

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  • Synthesis of 9-Substituted Fluorenols and Heteroring-fused Analogues by Intramolecular C–H Functionalization Reviewed

    Yuji Kurimoto, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   50 ( 2 )   378 - 381   2020.12

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    Abstract

    A method for the selective synthesis of 9-substituted fluorenols (FOLs) was developed by suppressing intermolecular cyclization and promoting intramolecular C–H functionalization. This protocol was applied to the synthesis of heteroring-fused FOLs. Further, the obtained FOLs were converted to fulvenes by dehydration.

    DOI: 10.1246/cl.200807

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  • Integrated Synthesis of Thienyl Thioethers and Thieno[3,2-b]thiophenes via 1-Benzothiophen-3(2H)-ones Invited Reviewed

    Koichi Mitsudo, Nanae Habara, Yoshiaki Kobashi, Yuji Kurimoto, Hiroki Mandai, Seiji Suga

    Synlett   31 ( 19 )   1947 - 1952   2020.12

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    A one-pot procedure for the synthesis of thienyl thioethers is described. Several thienyl thioethers were synthesized by a TfOH-promoted Friedel-Crafts-type cyclization, a subsequent nucleophilic attack by an arenethiol, and dehydration. This protocol was successfully applied to the synthesis of thienoacene derivatives by using a Pd-catalyzed dehydrogenative cyclization.

    DOI: 10.1055/s-0040-1707280

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  • Crystal structure of tris[4-(naphthalen-1-yl)phenyl]amine Reviewed

    Masafumi Yano, Yukiyasu Kashiwagi, Yoshinori Inada, Yuki Hayashi, Koichi Mitsudo, Koji Kubono

    Acta Crystallographica Section E Crystallographic Communications   76 ( 10 )   1649 - 1652   2020.10

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    In the title molecule, C48H33N, the central N atom shows no pyramidalization, so that the N atom and the three C atoms bound to the N atom lie almost in the same plane. The three <italic>para</italic>-phenylene rings bonded to the N atom are in a propeller form. All of the naphthalene ring systems are slightly bent. In the crystal, molecules form an inversion dimer, through two pairs of C—H...<italic>π</italic> interactions, which further interacts with the adjacent dimer <italic>via</italic> another two pairs of C—H...<italic>π</italic> interactions, forming a column structure along the <italic>a</italic> axis. There are no significant interactions between these column structures.

    DOI: 10.1107/s2056989020012529

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  • Photo- and Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation Reviewed

    Masafumi Yano, Yoshinori Inada, Yuki Hayashi, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi

    Chemistry Letters   49 ( 6 )   685 - 688   2020.6

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    DOI: 10.1246/cl.200161

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  • Electrochemical Synthesis of Thienoacene Derivatives: Transition‐Metal‐Free Dehydrogenative C−S Coupling Promoted by a Halogen Mediator Reviewed

    Koichi Mitsudo, Ren Matsuo, Toki Yonezawa, Haruka Inoue, Hiroki Mandai, Seiji Suga

    Angewandte Chemie   132 ( 20 )   7877 - 7881   2020.5

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    DOI: 10.1002/ange.202001149

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  • 1,10-Phenanthroline- or Electron-Promoted Cyanation of Aryl Iodides Reviewed

    Koichi Mitsudo, Kazuki Yoshioka, Takayuki Hirata, Hiroki Mandai, Koji Midorikawa, Seiji Suga

    Synlett   30 ( 10 )   1209 - 1214   2019.4

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    A 1,10-phenanthroline-promoted cyanation of aryl iodides has been developed. 1,10-Phenanthroline worked as an organocatalyst for the reaction of aryl iodides with tetraalkylammonium cyanide to afford aryl cyanides. A similar reaction occurred through an electroreductive process.

    DOI: 10.1055/s-0037-1611793

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  • Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel–Crafts C–H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives Reviewed

    Keisuke Shigemori, Momoka Watanabe, Julie Kong, Koichi Mitsudo, Atsushi Wakamiya, Hiroki Mandai, Seiji Suga

    Organic Letters   21 ( 7 )   2171 - 2175   2019.4

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    The first synthesis of dithieno-1,2-oxaborine derivatives was achieved via iodide-mediated or iodide-catalyzed demethylation of 3-methoxy-2,2'-bithiophene and subsequent C-H borylation. A wide variety of thiophene-fused oxaborines could be synthesized by the procedure.

    DOI: 10.1021/acs.orglett.9b00485

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  • Enantioselective Acyl Migration Reactions of Furanyl Carbonates with Chiral DMAP Derivatives Reviewed

    Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai, Toshinobu Korenaga, Seiji Suga

    Chemistry – A European Journal   25 ( 9 )   2208 - 2212   2019.1

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    Abstract

    An efficient enantioselective acyl migration reaction of furanyl carbonates was developed to construct all‐carbon quaternary stereogenic centers. In some cases, the reactions required only 0.05 mol % (minimum 500 ppm) of catalyst and showed a high turnover frequency value (TOF; 3640 h−1). Multigram‐scale reactions (10 grams) also proceeded with high enantioselectivity (&gt;99:1 e.r.) in quantitative yield. The catalyst was robust and easily recovered in 98 % yield. A wide range of functional groups were tolerated (15 examples, &gt;98 % yield, up to &gt;99:1 e.r.), and a variety of optically active 3,3′‐disubstituted benzofuranone derivatives, which are useful intermediates for the synthesis of natural products and pharmaceuticals, were efficiently obtained. Control experiments on the catalyst structure (e.g., catalyst 1 a vs. 1 a′ and 1 a′′) and computational calculations revealed that both the catalytic activity and enantioselectivity should be enhanced by hydrogen bonding between catalyst and substrate. Moreover, this system was applied to the challenging γ‐selective acyl migration reaction of furanyl carbonates with high γ‐selectivity and high enantioselectivity (α:γ=10:90, 95:5 e.r.).

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  • マイクロフロー電解合成の特長と最新動向 Invited

    光藤耕一, 吉岡和紀, 菅 誠治

    月刊ファインケミカル   2018.12

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  • Enantioselective Desymmetrization of 1,3-Diols by a Chiral DMAP Derivative Reviewed

    Hiroki Mandai, Kosuke Ashihara, Koichi Mitsudo, Seiji Suga

    Chemistry Letters   47 ( 11 )   1360 - 1363   2018.11

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    DOI: 10.1246/cl.180697

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  • Synthesis and Properties of Dithieno-Fused 1,4-Azaborine Derivatives Reviewed

    Koichi Mitsudo, Keisuke Shigemori, Hiroki Mandai, Atsushi Wakamiya, Seiji Suga

    Organic Letters   20 ( 22 )   7336 - 7340   2018.10

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    The first synthesis of dithieno[3,2-b:2',3'-e][1,4]azaborinine (DTAB) derivatives has been achieved by Buchwald-Hartwig coupling and subsequent Friedel-Crafts-type C-H borylation. A facile method for further pi-extension of DTAB was also developed via stannylation and subsequent Kosugi-Migita-Stille cross-coupling reaction. The fundamental properties of DTAB derivatives were also investigated.

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  • Efficient Synthesis and Properties of [1]Benzothieno[3,2-b ]thieno[2,3-d ]furans and [1]Benzothieno[3,2-b ]thieno[2,3-d ]thiophenes Reviewed

    Yuji Kurimoto, Koichi Mitsudo, Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Hiroki Mori, Yasushi Nishihara, Seiji Suga

    Asian Journal of Organic Chemistry   7 ( 8 )   1635 - 1641   2018.8

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    Efficient syntheses of benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) and benzodithienothiophene (BDTT; [1]benzothieno[3,2-b]thieno[2,3-d]thiophene) were achieved by the combination of an addition-elimination reaction, reduction, and Pd-catalyzed dehydrogenative cyclization. We also achieved the synthesis of pi-ex- tended BDTF and BDTT derivatives through the use of coupling reactions. The detailed physical properties of these compounds were investigated. The newly synthesized BDTFs exhibited strong fluorescence compared with BDTTs. 2,2'-Bis([1]benzothieno[3,2-b]thieno[2,3-d]furan) (BBTTF) exhibited p-type organic field-effect transistor (OFET) properties.

    DOI: 10.1002/ajoc.201800270

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  • Dynamic Kinetic Resolution of Azlactones by a Chiral N,N-Dimethyl-4-aminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of Amide Groups Reviewed

    Hiroki Mandai, Kohei Hongo, Takuma Fujiwara, Kazuki Fujii, Koichi Mitsudo, Seiji Suga

    Organic Letters   20 ( 16 )   4811 - 4814   2018.8

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    A dynamic kinetic resolution (DKR) of azlactones in the presence of benzoic acid and a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1i having two amide groups at the 3,3'-positions of a binaphthyl unit is developed. The reaction proceeded smoothly with a wide range of azlactones to provide alpha-amino acid derivatives with good to high enantiomeric ratios (er's). A multigram-scale reaction (2.5 g) for the DKR of azlactone 2d was also demonstrated, and the resulting product was converted to unnatural alpha-amino acid 6d'.

    DOI: 10.1021/acs.orglett.8b01960

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  • Miniaturization and Combinatorial Approach in Organic Electrochemistry Reviewed

    Koichi Mitsudo, Yuji Kurimoto, Kazuki Yoshioka, Seiji Suga

    Chemical Reviews   118 ( 12 )   5985 - 5999   2018.6

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    Recent advances in electro-organic chemistry involving miniaturization, integration, and combinatorial chemistry were reviewed. Microelectrode array technology for site-selective electro-organic reactions and addressable libraries provides a direct and unlabeled method for measuring small-molecule-protein interactions. Electrochemical systems using solid-supported bases and acids ("site separation") can realize electrolysis without the addition of supporting electrolytes. Well-designed "bipolar electrodes" have enabled the production of patterned gradient polymer brushes and microfibers. For the display of combinatorial organic electrochemistry, batch and flow electrolysis systems for the optimization and screening of electro-organic reactions as well as the building of chemical libraries for organic compounds are described.

    DOI: 10.1021/acs.chemrev.7b00532

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  • Cu/Fe/O=PPh3-Catalyzed Etherification for the Synthesis of Aryl 3-Benzo[b]thienyl Ethers Reviewed

    Koichi Mitsudo, Takuya Asada, Tomohiro Inada, Yuji Kurimoto, Hiroki Mandai, Seiji Suga

    Chemistry Letters   47 ( 8 )   1044 - 1047   2018.6

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    Cu/Fe-cocatalyzed cross-coupling reactions between 3-bromobenzo[b]thiophene and hydroxyaryls are described herein. The combination of Cu and Fe catalysts is important for the progress of the reactions, and the use of triphenylphosphine oxide as a ligand suppresses the dehalogenation of 3-bromobenzo[b]thiophene, and promptly facilitates the reaction. The obtained aryl benzo[b]thienyl ethers can be converted to pextended thienobenzofuran derivatives via Pd-catalyzed dehydrogenative cyclizations.

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  • Stereoselective nucleophilic addition reactions to cyclic n-acyliminium ions using the indirect cation pool method: Elucidation of stereoselectivity by spectroscopic conformational analysis and dft calculations Invited Reviewed

    Koichi Mitsudo, Junya Yamamoto, Tomoya Akagi, Atsuhiro Yamashita, Masahiro Haisa, Kazuki Yoshioka, Hiroki Mandai, Koji Ueoka, Christian Hempel, Jun-ichi Yoshida, Seiji Suga

    Beilstein Journal of Organic Chemistry   14   1192 - 1202   2018.5

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    In this study, six-membered N-acyliminium ions were generated by the “indirect cation pool” method and reacted with several nucleophiles. These reactions afforded disubstituted piperidine derivatives with high diastereoselectivities and good to excellent yields. The conformations of the obtained N-acyliminium ions were studied by low temperature NMR analyses and DFT calculations and were found to be consistent with the Steven’s hypothesis.

    DOI: 10.3762/bjoc.14.100

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  • Combinatorial electrochemistry for organic synthesis Invited Reviewed

    Koichi Mitsudo, Yuji Kurimoto, Kazuki Yoshioka, Seiji Suga

    Current Opinion in Electrochemistry   8 ( 12 )   8 - 13   2018.3

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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Elsevier B.V.  

    In this study, recent advances in electro-organic chemistry based on combinatorial approaches are reviewed. As examples of combinatorial organic electrosynthesis, some batch and flow electrolysis systems for the screening and optimization of electro-organic reactions are described along with the construction of chemical libraries of organic compounds.

    DOI: 10.1016/j.coelec.2017.10.026

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  • REGIOSELECTIVE DMAD-INSERTION REACTION OF SILYL DIENOL ETHER OF gamma-PYRONE UNDER CATALYST- AND HEATING-FREE CONDITIONS Reviewed

    Ichiro Hayakawa, Yuji Yamanaka, Koichi Mitsudo, Hiromi Ota, Akira Sakakura

    Heterocycles   94 ( 12 )   2299 - 2306   2017.12

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    The reaction of silyl dienol ether of gamma-pyrone with dimethyl acetylenedicarboxylate (DMAD) gives the regioselective insertion product in 66% yield. This DMAD-insertion reaction is thought to include a three-step sequence: (1) thermal [2+2]-type cycloaddition reaction of silyl dienol ether of gamma-pyrone with DMAD, (2) ring-opening electrocyclic reaction of the cyclobutene skeleton, and (3) hydrolysis of the silyl dienol ether. The present reaction proceeds under mild conditions without any catalysts or heating. In addition, the [2+2]-type cycloaddition reaction proceeds regioselectively at the C3-C4 double bond in the silyl dienol ether of gamma-pyrone.

    DOI: 10.3987/COM-17-13820

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  • チュートリアル電気化学測定法 第10シリーズ「有機電気化学の基礎と測定法」(第3回)電解発生中間体のスペクトル測定

    菅 誠治, 光藤 耕一, 野上 敏材, 松本 浩一

    電気化学および工業物理化学   85 ( 11 )   754 - 758   2017.11

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  • Desymmetrization of meso-1,2-Diols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1'-Binaphthyl Unit: Importance of the Hydroxy Groups Reviewed

    Hiroki Mandai, Hiroshi Yasuhara, Kazuki Fujii, Yukihito Shimomura, Koichi Mitsudo, Seiji Suga

    The Journal of Organic Chemistry   82 ( 13 )   6846 - 6856   2017.7

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    We developed an acylative desymmetrization of meso-1,2-diols using a binaphthyl-based N,N-4-dimethylamino-pyridine (DMAP) derivative lh with tert-alcohol substituents. The reaction proceeds with a wide range of acyclic meso-1,2-diols and six-membered-ring meso-1,2-diols to provide a monoacylate selectively with a high enantiomeric ratio (er). Only 0.1 mol % of the catalyst facilitated the reaction within a short reaction time (3 h) to afford enantio-enriched monoacylated products in moderate to good yield. Several control experiments revealed that the tert-alcohol units of catalyst lh play a significant role in achieving high catalytic activity, chemoselectivity of monoacylation, and enantioselectivity.

    DOI: 10.1021/acs.joc.7b00992

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  • Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its pi-Extended Derivatives Reviewed

    Koichi Mitsudo, Yuji Kurimoto, Hiroki Mandai, Seiji Suga

    Organic Letters   19 ( 11 )   2821 - 2824   2017.6

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    The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more p-extended BDTF derivatives and their fundamental physical properties are also studied.

    DOI: 10.1021/acs.orglett.7b00969

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  • Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si–H/C–H Bond Cleavage Reviewed

    Koichi Mitsudo, Seiichi Tanaka, Ryota Isobuchi, Tomohiro Inada, Hiroki Mandai, Toshinobu Korenaga, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

    Organic Letters   19 ( 10 )   2564 - 2567   2017.5

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    DOI: 10.1021/acs.orglett.7b00878

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  • Hydrogen Bonding‐Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l‐1,2‐Diols with Chiral Nucleophilic Catalysts Reviewed

    Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai, Seiji Suga

    Advanced Synthesis &amp; Catalysis   359 ( 16 )   2778 - 2788   2017.4

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    An extremely efficient acylative kinetic resolution of d,l‐1,2‐diols in the presence of only 0.5 mol% of binaphthyl‐based chiral N,N‐4‐dimethylaminopyridine was developed (selectivity factor of up to 180). Several key experiments revealed that hydrogen bonding between the tert‐alcohol unit(s) of the catalyst and the 1,2‐diol unit of the substrate is critical for accelerating the rate of monoacylation and achieving high enantioselectivity. This catalytic system can be applied to a wide range of substrates involving racemic acyclic and cyclic 1,2‐diols with high selectivity factors. The kinetic resolution of d,l‐hydrobenzoin and trans‐1,2‐cyclohexanediol on a multigram scale (10 g) also proceeded with high selectivity and under moderate reaction conditions: (i) very low catalyst loading (0.1 mol%); (ii) an easily achievable low reaction temperature (0 °C); (iii) high substrate concentration (1.0 M); and (iv) short reaction time (30 min).

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    DOI: 10.1002/adsc.201700057

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  • An Intramolecular Nucleophile-Catalyzed Aldol-Lactonization (NCAL) Reaction of S-Aryl-(E)-6-oxohex-2-enethioate with N,N-4-Dimethylaminopyridine N-Oxide Reviewed

    Hiroki Mandai, Seiji Suga, Keita Shimowaki, Kohei Hongo, Koichi Mitsudo

    Heterocycles   94 ( 3 )   492 - 492   2017

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-16-13614

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  • Facile Synthesis of Naphthothiophenone Derivatives and Anthradithiophenedione via Friedel-Crafts Acylation and Their Fundamental Properties Reviewed

    Koichi Mitsudo, Takashi Murakami, Takuya Shibasaki, Tomohiro Inada, Hiroki Mandai, Hiromi Ota, Seiji Suga

    Synlett   27 ( 16 )   2327 - 2332   2016.10

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    Facile synthetic methods for constructing naphthothiophenone and its -extended derivatives were developed. Naphthothiophenone and anthradithiophenedione were synthesized by the S-acylation of thiol to form chlorothioformate and subsequent Friedel-Crafts acylation. A bromination reaction of naphthothiophenone and its application to Suzuki-Miyaura cross-coupling was also carried out. The fundamental physical properties of these compounds were also investigated.

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    Other Link: http://orcid.org/0000-0002-6744-7136

  • Kinetic Resolution of Secondary Carbinols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1 '- Binaphthyl Unit: Hydrogen Bonding Affects Catalytic Activity and Enantioselectivity Reviewed

    Kazuki Fujii, Koichi Mitsudo, Hiroki Mandai, Seiji Suga

    Bulletin of the Chemical Society of Japan   89 ( 9 )   1081 - 1092   2016.9

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    We developed an acylative kinetic resolution of secondary carbinols using a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1d with tert-alcohol substituents. The reaction proceeded with a wide range of carbinols with moderate to high selectivity (s) (up to s = 79.5). Kinetic studies revealed that catalyst 1d was more catalytically active than the corresponding bis-methyl ether 1d' or DMAP. Hydrogen bonding between tert-alcohols of the catalyst and secondary carbinols was responsible for the enhanced reaction rate and high enantioselectivity.

    DOI: 10.1246/bcsj.20160135

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  • Enantioselective acyl transfer catalysis by a combination of common catalytic motifs and electrostatic interactions Reviewed

    Hiroki Mandai, Kazuki Fujii, Hiroshi Yasuhara, Kenko Abe, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga

    Nature Communications   7 ( 1 )   11297   2016.4

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    Catalysts that can promote acyl transfer processes are important to enantioselective synthesis and their development has received significant attention in recent years. Despite noteworthy advances, discovery of small-molecule catalysts that are robust, efficient, recyclable and promote reactions with high enantioselectivity can be easily and cost-effectively prepared in significant quantities (that is, &gt;10 g) has remained elusive. Here, we demonstrate that by attaching a binaphthyl moiety, appropriately modified to establish H-bonding interactions within the key intermediates in the catalytic cycle, and a 4-aminopyridyl unit, exceptionally efficient organic molecules can be prepared that facilitate enantioselective acyl transfer reactions. As little as 0.5 mol% of a member of the new catalyst class is sufficient to generate acyl-substituted all-carbon quaternary stereogenic centres in quantitative yield and in up to 98:2 enantiomeric ratio (er) in 5 h. Kinetic resolution or desymmetrization of 1,2-diol can be performed with high efficiency and enantioselectivity as well.

    DOI: 10.1038/ncomms11297

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  • Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence Reviewed

    Natsuyo Kamimoto, Nariaki Nakamura, Akina Tsutsumi, Hiroki Mandai, Koichi Mitsudo, Atsushi Wakamiya, Yasujiro Murata, Jun-ya Hasegawa, Seiji Suga

    Asian Journal of Organic Chemistry   5 ( 3 )   373 - 379   2016.3

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    Bis(diaryl)-1,3-butadiynes bearing two amino moieties were easily synthesized by a sequential coupling reaction by using an electrochemical method. This sequential reaction consists of electrochemical oxidative homocoupling and Suzuki-Miyaura coupling. The fluorescence of the obtained bis(diaryl)-1,3-butadiynes is solvatochromic despite their symmetric linear structure and lack of a strong acceptor moiety.

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  • Bacteriogenic iron oxide as an effective catalyst for Baeyer-Villiger oxidation with molecular oxygen and benzaldehyde Reviewed

    Kyoko Mandai, Minae Hanata, Koichi Mitsudo, Hiroki Mandai, Seiji Suga, Hideki Hashimoto, Jun Takada

    TETRAHEDRON   71 ( 50 )   9403 - 9407   2015.12

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    Iron oxide produced by iron-oxidizing bacteria, Leptothrix ochracea, (L-BIOX) obtained from a freshwater purification plant, Joyo City in Kyoto, Japan catalyzed Baeyer-Villiger oxidation with molecular oxygen in the presence of benzaldehyde at 25 degrees C more efficiently than usual iron compounds. L-BIOX can promote the reactions of various substrates to give the desired products in sufficient yields and was found to be reusable. Scanning transmission electron microscopy and Fe-57 Mossbauer spectroscopy revealed that no change of the surface structure of L-BIOX was observed even after four times of the recycling test and the oxidation state of iron in L-BIOX is trivalent before and after the oxidation of cyclohexanone. An investigation with analogous amorphous iron oxides which contain silicon revealed that the catalytic activity of L-BIOX might stem from a synergetic effect of iron and silicon in the structure. (C) 2015 Elsevier Ltd. All rights reserved.

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  • Synthesis and Properties of Ethene-Bridged Terthiophenes Reviewed

    Koichi Mitsudo, Hidehiko Sato, Arata Yamasaki, Natsuyo Kamimoto, Jun Goto, Hiroki Mandai, Seiji Suga

    Organic Letters   17 ( 19 )   4858 - 4861   2015.10

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    A method for the facile synthesis of ethene-bridged terthiophenes (EBTTs) in two steps has been developed. The first step is a double Sonogashira coupling between 3',4'-dibromo-2,2':5',2 ''-terthiophene and terminal alkynes to give dialkynylated terthiophenes, and the second step is a cyclization reaction to afford EBTTs. The fundamental physical properties of EBTTs were also studied.

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  • Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives Reviewed

    Hiroki Mandai, Takuma Fujiwara, Katsuaki Noda, Kazuki Fujii, Koichi Mitsudo, Toshinobu Korenaga, Seiji Suga

    Organic Letters   17 ( 18 )   4436 - 4439   2015.9

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    Chiral N,N-4-(dimethylamino)pyridine (DMAP) derivatives, which can be readily prepared by the Ugi multicomponent reaction in a one-pot manner, have been efficiently applied to the enantioselective Steglich rearrangement of oxindole derivatives to give the desired products bearing a quaternary carbon center in high yield (&gt;98% yield) and with high enantioselectivity (up to 99:1 er).

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  • Palladium-Catalyzed Domino CH/NH Functionalization: An Efficient Approach to Nitrogen-Bridged Heteroacenes Reviewed

    Natsuyo Kamimoto, Dieter Schollmeyer, Koichi Mitsudo, Seiji Suga, Siegfried R. Waldvogel

    Chemistry-A European Journal   21 ( 22 )   8257 - 8261   2015.5

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    Palladium-catalyzed domino CH/NH functionalization for the synthesis of novel nitrogen-bridged thienoacenes and 10H-benzo[4,5]thieno[3,2-b]indole derivatives from dihaloarene is reported. This domino sequence consists of initial CH functionalization of the benzo[b]thiophene moiety, followed by Buchwald-Hartwig coupling. This transformation is also useful for the synthesis of highly -extended compounds.

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  • 4.電解発生カチオン性パラジウム触媒を用いる有機合成

    光藤 耕一, 菅 誠治

    Electrochemistry   83 ( 6 )   477 - 482   2015

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    DOI: 10.5796/electrochemistry.83.477

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  • Development of cross-coupling reactions including electro-oxidative processes and their applications to the synthesis of π-extended compounds Reviewed

    Koichi Mitsudo, Hideo Tanaka, Seiji Suga

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   73 ( 2 )   171 - 180   2015

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    An electrochemical method to synthesize cationic palladium complexes has been developed. Their counter anions could be changed readily by the electrolyte. The reaction could be incorporated into electro - oxidative palladium catalyzed reactions, such as Wacker-type reaction, homo -coupling of arylboronic acids, oxidative Sonogashira-type coupling, and Glaser - type coupling of terminal alkynes. These reactions exhibited a wide scope and a variety of products were obtained in high yields due to high activity of electrogenerated palladium species. We also developed site-selective sequential reactions by the integration of the electro - oxidative coupling reactions with non - electrochemical reactions. The reaction site could be controlled completely by the onloff application of electricity.

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  • Synthetic (+)-terrein suppresses interleukin-6/soluble interleukin-6 receptor induced-secretion of vascular endothelial growth factor in human gingival fibroblasts Reviewed

    Hiroki Mandai, Kazuhiro Omori, Daisuke Yamamoto, Toki Tsumura, Kyouta Murota, Satoshi Yamamoto, Koichi Mitsudo, Soichiro Ibaragi, Akira Sasaki, Hiroshi Maeda, Shogo Takashiba, Seiji Suga

    Bioorganic &amp; Medicinal Chemistry   22 ( 19 )   5338 - 5344   2014.10

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    DOI: 10.1016/j.bmc.2014.07.047

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  • An Efficient Petasis Boronic–Mannich Reaction of Chiral Lactol Derivatives Prepared from d-Araboascorbic Acid Reviewed

    Hiroki Mandai, Seiji Suga, Hiroshi Yamada, Keita Shimowaki, Koichi Mitsudo

    Synthesis   46 ( 19 )   2672 - 2681   2014.9

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  • Remarkable Enhancement of the Rate of the Intramolecular Morita–Baylis–Hillman Reaction by the Combination of a Nucleophilic Catalyst and 1,3‐Diphenyl‐2‐thiourea Reviewed

    Hiroki Mandai, Keita Shimowaki, Koichi Mitsudo, Seiji Suga

    Asian Journal of Organic Chemistry   3 ( 4 )   437 - 441   2014.4

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    The rate of the intramolecular Morita‐Baylis–Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4‐dimethylaminopyridine (DMAP), 4‐pyrrolidinopyridine (PPY), or PBu3) and 1,3‐diphenyl‐2‐thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.

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  • Electro-reductive Halogen-Deuterium Exchange and Methylation of Aryl Halides in Acetonitrile Invited Reviewed

    Koichi Mitsudo, Takahiro Okada, Shuichi Shimohara, Hiroki Mandai, Seiji Suga

    Electrochemistry   81 ( 5 )   362 - 364   2013.5

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    An electro-reductive halogen-deuterium exchange reaction in CD3CN has been developed. Using 9-fluorenone as a mediator, the electro-reduction of several aryl halides proceeded smoothly to give the deuterated products selectively. A methylation reaction of aryl halides also proceeded under similar conditions. (C) The Electrochemical Society of Japan, All rights reserved.

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  • Recyclable Palladium Catalyst in PEG/CH3CN Biphasic System for Electro-oxidative Wacker-type Reaction Invited Reviewed

    Koichi Mitsudo, Satoshi Fukunaga, Tomoya Fujita, Hiroki Mandai, Seiji Suga, Hideo Tanaka

    Electrochemistry   81 ( 5 )   347 - 349   2013.5

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    Electro-oxidative Wacker-type reaction has been developed in PEG/CH3CN thermomorphic biphasic system. The heterogeneous solution was turned into homogeneous solution with heating to 60 degrees C, and electro-oxidative Wacker-type reactions of alkenes bearing long alkyl chains proceeded smoothly to afford methyl ketones in good yields. The recycling of PEG phase containing Pd has also been achieved. (C) The Electrochemical Society of Japan, All rights reserved.

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  • Synthesis of hexa(furan-2-yl)benzenes and their π-extended derivatives Reviewed

    Koichi Mitsudo, Jyunji Harada, Yo Tanaka, Hiroki Mandai, Chie Nishioka, Hideo Tanaka, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

    The Journal of Organic Chemistry   78 ( 6 )   2763 - 2768   2013.3

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    The first synthesis of hexa(furan-2-yl)benzene derivatives is described. The RhCl3/i-Pr2NEt-catalyzed cyclotrimerization of di(furan-2-yl)acetylenes was an effective method for constructing hexa(furan-2-yl)benzene derivatives in good yields. Their π-extended derivatives were also synthesized by Suzuki-Miyaura coupling between hexakis(5-Bpinfuran-2-yl)benzene (Bpin = (pinacolato)boryl) and several aryl iodides. © 2013 American Chemical Society.

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  • Kinetic resolution of secondary alcohols by chiral dmap derivatives prepared by the Ugi multicomponent reaction Reviewed

    Hiroki Mandai, Shunsuke Irie, Masaru Akehi, Kazunobu Yuri, Masaaki Yoden, Koichi Mitsudo, Seiji Suga

    Heterocycles   87 ( 2 )   329 - 340   2013

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    The kinetic resolution of secondary alcohols was examined by new chiral DMAP derivatives, which can readily be prepared by the Ugi multicomponent reaction in a one-pot operation. The initial screening of DMAP derivatives indicated that the catalyst bearing L-valine with an S configuration at the a-position of amide showed the best stereoselectivity factor. After the reaction conditions were optimized with (S,S)-4a in the kinetic resolution of secondary alcohols, various acyclic and cyclic secondary alcohols could be resolved with an s -factor of up to 12. © 2013 The Japan Institute of Heterocyclic Chemistry.

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  • Electro-reductive cyclization of aryl halides promoted by fluorene derivatives Reviewed

    Koichi Mitsudo, Yumiko Nakagawa, Jun-ichi Mizukawa, Hideo Tanaka, Ryoichi Akaba, Takahiro Okada, Seiji Suga

    Electrochimica Acta   82   444 - 449   2012.11

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    DOI: 10.1016/j.electacta.2012.03.130

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  • Kinetic Resolution of Secondary Alcohols by the Combination of a Chiral Bronsted Acid, DABCO, and Acetyl Chloride Reviewed

    Hiroki Mandai, Kyouta Murota, Koichi Mitsudo, Seiji Suga

    Organic Letters   14 ( 13 )   3486 - 3489   2012.7

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    An efficient and simple protocol for the kinetic resolution of secondary alcohols is presented. The new system is based on a combination of chiral Bronsted acid, DABCO, and acetyl chloride and gives various enantioenriched alcohols with selectivity factors up to 105.

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  • Synthesis of Nitrogen-Bridged Terthiophenes by Tandem Buchwald-Hartwig Coupling and Their Properties Reviewed

    Koichi Mitsudo, Shuichi Shimohara, Jun Mizoguchi, Hiroki Mandai, Seiji Suga

    Organic Letters   14 ( 11 )   2702 - 2705   2012.6

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    The first synthesis of nitrogen-bridged terthiophenes (NBTTs) has been achieved by a tandem Buchwald-Hartwig coupling of 3,3',3 '', 4'-tetrabromo-2,2':5',2 ''-terthiophene. Several NBTT derivatives bearing aryl or alkyl moieties on the N-atoms could be synthesized. Their fundamental electrochemical characteristics and HOMO-LUMO levels were found to be influenced by the substituents on the N-atoms.

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  • Site-selective sequential coupling reactions controlled by "Electrochemical Reaction Site Switching": a straightforward approach to 1,4-bis(diaryl)buta-1,3-diynes Reviewed

    Koichi Mitsudo, Natsuyo Kamimoto, Hiroki Murakami, Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

    ORGANIC & BIOMOLECULAR CHEMISTRY   10 ( 48 )   9562 - 9569   2012

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    Site-selective sequential coupling reactions directed toward bis(diaryl)butadiynes are described. The reaction site could be controlled completely by the on/off application of electricity. The electro-oxidative homo-coupling of terminal alkynes (electricity ON) and the subsequent Suzuki-Miyaura coupling (electricity OFF) afforded bis(diaryl) butadiynes in high yields. The obtained 1,4-bis(diaryl)butadiynes could be converted to a 2,5-bis(diaryl)thiophene derivative, which exhibited blue fluorescence.

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  • Studies on the Synthesis of DMAP Derivatives by Diastereoselective Ugi Reactions Reviewed

    Hiroki Mandai, Shunsuke Irie, Koichi Mitsudo, Seiji Suga

    Molecules   16 ( 10 )   8815 - 8832   2011.10

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    Diastereoselective Ugi reactions of DMAP-based aldehydes with alpha-amino acids and tert-butyl isocyanide were examined. The reactions of 4-(dimethylamino)-2-pyridine-carboxaldehyde with various alpha-amino acids afforded 2-substituted DMAP derivatives with low diastereoselectivity. On the contrary, reactions with 4-(dimethylamino)-3-pyridine-carboxaldehyde delivered 3-substituted DMAP derivatives with moderate to high diastereoselectivity. The combination of alpha-amino acid and DMAP-based aldehyde is thus important to achieve high diastereoselectivity. Kinetic resolution of a secondary alcohol using a chiral DMAP derivative obtained through these reactions was also examined.

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  • Kumada-Tamao-Corriu Coupling Using N-Heterocyclic Carbene Ligands Bearing Pyridyl and Ethylenedioxyl Moieties Invited Reviewed

    Koichi Mitsudo, Yuta Doi, Syunsuke Sakamoto, Hiroki Murakami, Hiroki Mandai, Seiji Suga

    Chemistry Letters   40 ( 9 )   936 - 938   2011.9

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    Carbene ligands bearing a pyridyl group and an ethylenedioxyl moiety were developed, and utilized as efficient ligands for the nickel-catalyzed Kumada-Tamao-Corriu coupling. A wide variety of aryl chlorides could be used for the cross-coupling reaction with aryl Grignard reagents to afford the corresponding products in high yields in short time.

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  • 有機金属ハイライト「ハロゲン化アリールの触媒的トリフルオロメチル化反応」

    Organometallic News   2011   29 - 29   2011

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  • Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids Reviewed

    Koichi Mitsudo, Takuya Shiraga, Jun-ichi Mizukawa, Seiji Suga, Hideo Tanaka

    Chemical Communications   46 ( 48 )   9256 - 9258   2010

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    An electro-oxidative method for generating silver acetylides from acetylenes with a Ag anode was developed. The reaction could be integrated into a Pd-catalysed electrochemical Sonogashira-type reaction. In the presence of the catalytic amount of Pd(OAc)(2) and 4-BzO-TEMPO, electro-generated silver acetylides reacted immediately with arylboronic acids to afford the corresponding coupling adducts in high yields.

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  • Synthesis and oxidative polymerization of dialkyl fluorene-9,9-dicarboxylates Reviewed

    Yanying Zhang, Song Tu, Koichi Mitsudo, Hideo Tanaka, Shunzo Suematsu, Kenji Machida, Daisuke Horii, Shuichi Ishimoto, Kenji Tamamitsu

    Tetrahedron Letters   50 ( 44 )   6057 - 6059   2009.11

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    Novel long-chain dialkyl fluorene-9,9-dicarboxylates were synthesized by treating fluorene with lithium diisopropylamide followed by alkyl chloroformates. The fluorene derivatives were readily electro-oxidized to form electroactive films on the Surface of a glassy carbon electrode. From the viewpoint of suitable potential window (from -2.5 to 1.5 V vs Ag/Ag(+)), cyclic voltammograms of the films indicated the electroactive properties of the fluorene derivatives that make them good candidates for electrochemical capacitor materials. (C) 2009 Elsevier Ltd. All rights reserved.

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  • Pd/TEMPO-catalyzed electrooxidative synthesis of biaryls from arylboronic acids or arylboronic esters Reviewed

    Koichi Mitsudo, Takuya Shiraga, Daisuke Kagen, Deqing Shi, James Y. Becker, Hideo Tanaka

    Tetrahedron   65 ( 40 )   8384 - 8388   2009.10

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    A facile electrooxidative method for synthesizing biaryls from arylboronic acids or arylboronic esters is described. In the presence of a catalytic amount of Pd(OAC)(2) and TEMPO, the electrooxidation of arylboronic acids or arylboronates gave the corresponding biaryls in moderate to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tet.2009.08.004

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  • Design of Redox-Mediatory Systems for Electro-Organic Synthesis Reviewed

    Hideo Tanaka, Manabu Kuroboshi, Koichi Mitsudo

    Electrochemistry   77 ( 12 )   1002 - 1009   2009

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  • Pd/TEMPO Double-mediatory Electrooxidative Wacker-type Cyclizations Invited Reviewed

    Koichi Mitsudo, Toru Ishii, Hideo Tanaka

    Electrochemistry   76 ( 12 )   859 - 861   2008.12

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    Palladium/2,2,6,6-tetramethylpiperidine-1-oxyl (Pd/TEMPO) double-mediatory electrooxidative Wacker-type cyclization of 1 was developed. In a mixture solution of dioxane and water, the reaction efficiently proceeded at room temperature to give benzofuran derivative 2.

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  • Preparation of a cationic bisoxazolinic nickel pincer catalyst and its applications to Michael addition and Mizoroki-Heck reaction Reviewed

    Koichi Mitsudo, Tatsuhiko Imura, Takashi Yamaguchi, Hideo Tanaka

    Tetrahedron Letters   49 ( 51 )   7287 - 7289   2008.12

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    Nickel pincer complex 1 was prepared by the treatment of nickel pincer 2 with AgBF(4). Cationic nickel pincer complex 1 was air-stable and easy to handle, and was successfully applied to Michael addition and Mizoroki-Heck reaction. (C) 2008 Elsevier Ltd. All rights reserved.

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  • Electrooxidative homo-coupling of arylboronic acids catalyzed by electrogenerated cationic palladium catalysts Reviewed

    Koichi Mitsudo, Takuya Shiraga, Hideo Tanaka

    Tetrahedron Letters   49 ( 46 )   6593 - 6595   2008.11

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    DOI: 10.1016/j.tetlet.2008.09.022

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  • RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes Reviewed

    Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka

    Tetrahedron   64 ( 24 )   5800 - 5807   2008.6

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    DOI: 10.1016/j.tet.2008.03.079

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  • Facile synthetic procedure for and electrochemical properties of hexa(2-thienyl)benzenes directed toward electroactive materials Reviewed

    Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka

    Tetrahedron Letters   49 ( 15 )   2363 - 2365   2008.4

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    In the presence of RhCl(3)center dot 3H(2)O and i-Pr(2)NEt, the cyclotrimerization of di(2-thienyl)acetylenes proceeded smoothly to afford hexa(2-thienyl)benzenes. CV analysis of the hexa(2-thienyl)benzenes showed that they may be useful as electroactive materials. (C) 2008 Elsevier Ltd. All rights reserved.

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  • Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: halide-free oxidation directed towards a totally closed system Reviewed

    Koichi Mitsudo, Hiroki Kumagai, Fumiko Takabatake, Jun Kubota, Hideo Tanaka

    Tetrahedron Letters   48 ( 51 )   8994 - 8997   2007.12

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  • RhCl3/Amine-catalyzed Cyclotrimerization of Alkynes Reviewed

    Kenta Yoshida, Ichiro Morimoto, Koichi Mitsudo, Hideo Tanaka

    Chemistry Letters   36 ( 8 )   998 - 999   2007.6

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    RhCl3/amine was found to be an efficient catalyst for the cyclotrimerization of alkynes. The [2+2+2] cyclotrimerization of internal alkynes proceeded smoothly to afford hexa-substituted benzenes regioselectively in moderate to high yields.

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  • Electrochemical Generation of Cationic Pd Catalysts and Application to Pd/TEMPO Double-Mediatory Electrooxidative Wacker-Type Reactions Reviewed

    Koichi Mitsudo, Takashi Kaide, Eriko Nakamoto, Kenta Yoshida, Hideo Tanaka

    Journal of the American Chemical Society   129 ( 8 )   2246 - 2247   2007.2

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  • Electropolymerization of 9,9-dialkyl-substituted Fluorenes with Long Alkyl Chains and Redox Responses of the Resulting Electroactive Films for Electrochemical Capacitor Materials Reviewed

    Shunzo Suematsu, Koichi Mitsudo, Fumiaki Katagiri, Hideo Tanaka

    Electrochemistry   75 ( 1 )   54 - 57   2007

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  • Selectively Substituted Thiophenes and Indoles by a Tandem Palladium-Catalyzed Multicomponent Reaction Reviewed

    Koichi Mitsudo, Praew Thansandote, Thorsten Wilhelm, Brian Mariampillai, Mark Lautens

    Organic Letters   8 ( 18 )   3939 - 3942   2006.8

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  • Synthesis of 2′,3′-dideoxynucleosides via C–S bond cleavage: N-glycosylation of 2,3-dideoxy-1-[(2-pyridylmethyl)thio]glycoside Reviewed

    Koichi Mitsudo, Wataru Matsuda, Seiji Miyahara, Hideo Tanaka

    Tetrahedron Letters   47 ( 29 )   5147 - 5150   2006.7

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  • Water-soluble N-oxyl compounds-mediated electrooxidation of alcohols in water: a prominent access to a totally closed system Reviewed

    Jun Kubota, Yusuke Shimizu, Koichi Mitsudo, Hideo Tanaka

    Tetrahedron Letters   46 ( 52 )   8975 - 8979   2005.12

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  • Electrooxidative Glycosylation through C−S Bond Cleavage of 1-Arylthio-2,3-dideoxyglycosides. Synthesis of 2‘,3‘-Dideoxynucleosides Reviewed

    Koichi Mitsudo, Takashi Kawaguchi, Seiji Miyahara, Wataru Matsuda, Manabu Kuroboshi, Hideo Tanaka

    Organic Letters   7 ( 21 )   4649 - 4652   2005.9

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  • Catalytic Intermolecular Pauson−Khand-Type Reaction:  Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction Reviewed

    Kenichiro Itami, Koichi Mitsudo, Kazuyoshi Fujita, Youichi Ohashi, Jun-ichi Yoshida

    Journal of the American Chemical Society   126 ( 35 )   11058 - 11066   2004.8

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    DOI: 10.1021/ja047484+

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  • A Pyridylsilyl Group Expands the Scope of Catalytic Intermolecular Pauson–Khand Reactions Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida

    Angewandte Chemie International Edition   41 ( 18 )   3481 - 3484   2002.9

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    DOI: 10.1002/1521-3773(20020916)41:18<3481::aid-anie3481>3.0.co;2-x

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  • Pyridylsilyl group-driven cross-coupling reactions Reviewed

    Kenichiro Itami, Koichi Mitsudo, Toshiki Nokami, Toshiyuki Kamei, Tooru Koike, Jun-ichi Yoshida

    Journal of Organometallic Chemistry   653 ( 1-2 )   105 - 113   2002.7

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    DOI: 10.1016/s0022-328x(02)01173-7

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  • Metal-Catalyzed Hydrosilylation of Alkenes and Alkynes Using Dimethyl(pyridyl)silane Reviewed

    Kenichiro Itami, Koichi Mitsudo, Akira Nishino, Jun-ichi Yoshida

    The Journal of Organic Chemistry   67 ( 8 )   2645 - 2652   2002.3

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    DOI: 10.1021/jo0163389

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  • Unusual Metal-Dependent Acceleration and Deceleration in the Metal-Catalyzed Hydrosilylation of Olefin Using Pyridyldimethylsilanes Reviewed

    Kenichiro Itami, Koichi Mitsudo, Akira Nishino, Jun-ichi Yoshida

    Chemistry Letters   30 ( 11 )   1088 - 1089   2001.11

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    Abstract

    The Rh- and Pt-catalyzed hydrosilylations of olefin utilizing 2-pyridyl-, 3-pyridyl-, 4-pyridyl-, and phenyldimethylsilane are described. Whereas huge rate acceleration was observed with 2-PyMe2SiH in the Rh-catalyzed reaction, huge rate deceleration was observed with 2-PyMe2SiH and 4-PyMe2SiH in the Pt-catalyzed reaction.

    DOI: 10.1246/cl.2001.1088

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  • Diversity-Oriented Synthesis of Multisubstituted Olefins through the Sequential Integration of Palladium-Catalyzed Cross-Coupling Reactions. 2-Pyridyldimethyl(vinyl)silane as a Versatile Platform for Olefin Synthesis Reviewed

    Kenichiro Itami, Toshiki Nokami, Yoji Ishimura, Koichi Mitsudo, Toshiyuki Kamei, Jun-ichi Yoshida

    Journal of the American Chemical Society   123 ( 47 )   11577 - 11585   2001.10

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    DOI: 10.1021/ja016790+

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  • Directed Intermolecular Carbomagnesation across Vinylsilanes: 2-PyMe2Si Group as a Removable Directing Group Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida

    Angewandte Chemie   113 ( 12 )   2399 - 2401   2001.6

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    DOI: 10.1002/1521-3757(20010618)113:12<2399::aid-ange2399>3.0.co;2-2

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  • Directed intermolecular carbomagnesation across vinylsilanes: 2-PyMe2Si group as a removable directing group Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-Ichi Yoshida

    Angewandte Chemie - International Edition   40 ( 12 )   2337 - 2339   2001.6

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    Facile addition of primary alkyl Gridnard reagents to vinylsilanes has been realized for the first time by exploiting the directing effect of a 2-pridyl group on silicon [Eq. (1)]. Three-component coupling reactions of a Grignard reagent, the vinylsilane, and an electrophile, followed by oxidative removal of the 2-pyridyldimethylsilyl group with H2O2 furnishes various secondary alcohols in excellent overall yields.

    DOI: 10.1002/1521-3773(20010618)40:12<2337::AID-ANIE2337>3.0.CO;2-Q

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  • Pyridyl Group Assisted Deprotonation of a Methyl Group on Silicon:  Complex Induced Proximity Effect and Novel Hydroxymethylation Reviewed

    Kenichiro Itami, Toshiyuki Kamei, Koichi Mitsudo, Toshiki Nokami, Jun-ichi Yoshida

    The Journal of Organic Chemistry   66 ( 11 )   3970 - 3976   2001.5

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    DOI: 10.1021/jo015528g

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  • Highly Efficient Carbopalladation Across Vinylsilane:  Dual Role of the 2-PyMe2Si Group as a Directing Group and as a Phase Tag Reviewed

    Kenichiro Itami, Koichi Mitsudo, Toshiyuki Kamei, Tooru Koike, Toshiki Nokami, Jun-ichi Yoshida

    Journal of the American Chemical Society   122 ( 48 )   12013 - 12014   2000.11

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    DOI: 10.1021/ja002582q

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  • Oxidation of 2-Pyridyldimethylsilyl Group to Hydroxyl Group by H2O2/KF. Implication of Fluoride Ion Accelerated 2-Pyridyl−Silyl Bond Cleavage Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida

    The Journal of Organic Chemistry   64 ( 23 )   8709 - 8714   1999.10

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    DOI: 10.1021/jo990740u

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  • Optical Resolution and Epimerization of Fluorosilane Having an Optically Active Amino Group:  A New, Convenient Access to Optically Active Silicon Compounds Reviewed

    Atsushi Kawachi, Hirofumi Maeda, Koichi Mitsudo, Kohei Tamao

    Organometallics   18 ( 22 )   4530 - 4533   1999.10

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    DOI: 10.1021/om9904394

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  • (2-Pyridyldimethylsilyl)methyl lithium as a novel hydroxymethylating reagent Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida

    Tetrahedron Letters   40 ( 30 )   5537 - 5540   1999.7

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    DOI: 10.1016/s0040-4039(99)01028-x

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  • Facile generation of α-silyl carbanion of trimethylsilyl group assisted by intramolecular pyridyl group coordination Reviewed

    Kenichiro Itami, Koichi Mitsudo, Jun-ichi Yoshida

    Tetrahedron Letters   40 ( 30 )   5533 - 5536   1999.7

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    DOI: 10.1016/s0040-4039(99)01027-8

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  • 2-Pyridylsilyl group as a multifunctional “phase tag" for solution phase synthesis Reviewed

    Jun-ichi Yoshida, Kenichiro Itami, Koichi Mitsudo, Seiji Suga

    Tetrahedron Letters   40 ( 17 )   3403 - 3406   1999.4

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    DOI: 10.1016/s0040-4039(99)00474-8

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▼display all

Books

  • Sustainable and Functional Redox Chemistry

    Koichi Mitsudo( Role: Contributor ,  Chapter 3 Novel Electrolytic Processes)

    2022.4  ( ISBN:9781839162466

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  • 有機電解合成の新潮流

    光藤耕一, 菅誠治( Role: Contributor ,  第18 章 拡張π電子系分子の電解合成)

    シーエムシー出版  2021.11 

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  • Science and Synthesis: Free Radicals: Fundamentals and Applications in Organic Synthesis 2

    Koichi Mitsudo, Seiji Suga( Role: Contributor ,  2.9 Electrochemical Organic Synthesis via Radical Species)

    2021.1 

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MISC

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Presentations

  • 水素結合複合体の電解酸化によるアミジルラジカル発生を経たスルタムの合成

    奥村恭之, 光藤耕一, 菅 誠治

    第51回有機典型元素化学討論会  2024.12 

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    Event date: 2024.12.5 - 2024.12.7

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  • 電解還元によるアルキルスルホンの脱スルホニル化を経る四級炭素構築

    目崎皓大, 南保正和, 光藤耕一, 菅 誠治

    2024年日本化学会中国四国支部大会 岡山大会  2024.11 

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    Event date: 2024.11.16 - 2024.11.17

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  • 電気化学的なC−O結合形成によるベンゾラクトンの発散的合成

    廣中祐馬, 光藤耕一, 菅 誠治

    2024年日本化学会中国四国支部大会 岡山大会  2024.11 

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    Event date: 2024.11.16 - 2024.11.17

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  • ⽔素結合複合体の電解酸化によるアミジルラジカル発⽣とスルタム合成への応⽤

    奥村恭之, 光藤耕一, 菅 誠治

    2024年日本化学会中国四国支部大会 岡山大会  2024.11 

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    Event date: 2024.11.16 - 2024.11.17

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  • 電気化学的なC-O結合形成反応を経るベンゾラクトン類の発散的合成

    光藤耕一, 廣中祐馬, 菅 誠治

    第125回有機合成シンポジウム  2024.11 

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    Event date: 2024.11.7 - 2024.11.8

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  • 電気化学的な位置選択的環化反応によるベンゾラクトン類の発散的合成

    廣中祐馬, 光藤耕一, 菅 誠治

    第53回複素環化学討論会  2024.10 

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    Event date: 2024.10.9 - 2024.10.11

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  • PEM型リアクターを用いたピリジン及びキノリン誘導体の電解水素化

    所司康雅, 大崎徳士, 光藤耕一, 菅 誠治

    第53回複素環化学討論会  2024.10 

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    Event date: 2024.10.9 - 2024.10.11

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  • Electrocatalytic Hydrogenation of Nitrogen-Containing Compounds Using a Proton-Exchange Membrane Reactor

    Seiji Suga, Koichi Mitsudo, Atsushi Osaki, Haruka Inoue

    Pacific Rim Meeting on Electrochemical and Solid State Science (PRiME) 2024  2024.10 

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    Event date: 2024.10.6 - 2024.10.11

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  • Electrochemical Synthesis of Diarylsultones and Dibenzothiophene Dioxide Via C–O/C–S Bond Formation

    Yasuyuki Okumura, Koichi Mitsudo, Seiji Suga

    Pacific Rim Meeting on Electrochemical and Solid State Science (PRiME) 2024  2024.10 

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    Event date: 2024.10.6 - 2024.10.11

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  • Synthesis of Thienoacenes By Electrochemical Double C–S Cyclization Promoted By a Halogen Mediator

    Koichi Mitsudo, Takuya Nagahara, Seiji Suga

    Pacific Rim Meeting on Electrochemical and Solid State Science (PRiME) 2024  2024.10 

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    Event date: 2024.10.6 - 2024.10.11

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  • N-フェニルフェノチアジンコアをもつ近赤外吸収材料

    上田みなみ, 光藤耕一, 柏木行康, 矢野将文

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • ヘテロアセンへのカルベン不可によるプロペランの合成とその物性

    平野翔暉, 光藤耕一, 菅 誠治

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • 配位部位を連結したトリフェニルアミンラジカルカチオン系近赤外線吸収材料

    大石康喜, 石澤翔也, 光藤耕一, 柏木行康, 矢野将文

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • 長波長吸収と高溶解度を志向したビチオフェン置換トリアリールアミン近赤外線吸収材料

    山下詩織, 光藤耕一, 柏木行康, 矢野将文

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • 脱メチル化を経るboranil誘導体の効率合成および物性評価

    間片 諒, 光藤耕一, 菅 誠治

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • トリフェニルアミン二量体を用いた多段階近赤外エレクトロクロミズム

    中澤海斗, 光藤耕一, 柏木行康, 矢野将文

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • エチレンジオキシチオフェン部位を有するトリフェニルアミン近赤外吸収材料

    矢野美及里, 光藤耕一, 柏木行康, 矢野将文

    第34回基礎有機化学討論会  2024.9 

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    Event date: 2024.9.11 - 2024.9.13

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  • Synthesis of N,O-Bidentate Difluoroboron Derivatives via Iodide-Promoted Demethylative Borylation

    Koichi Mitsudo, Naoto Maekawa, Seiji Suga

    2024.9 

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    Event date: 2024.9.9 - 2024.9.11

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  • 電気化学的なC–P結合形成を経るベンゾホスホールオキシドの合成

    金城さくら, 光藤耕一, 菅 誠治

    第48回有機電子移動化学討論会  2024.6 

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    Event date: 2024.6.21 - 2024.6.22

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  • 電気化学的過程を含む段階的C–O/C–S結合形成によるチエノフラン合成

    岡村佑香, 光藤耕一, 菅 誠治

    第48回有機電子移動化学討論会  2024.6 

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    Event date: 2024.6.21 - 2024.6.22

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  • アルキルスルホンの電解還元により発生させたラジカル中間体を経る四級炭素構築

    目崎皓大, 南保正和, 光藤耕一, 菅 誠治

    第48回有機電子移動化学討論会  2024.6 

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    Event date: 2024.6.21 - 2024.6.22

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  • スルホニルヒドラジドの電解酸化によるジベンゾチオフェンジオキシドの合成

    奥村恭之, 光藤耕一, 菅 誠治

    日本化学会第104春季年会  2024.3 

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    Event date: 2024.3.18 - 2024.3.21

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  • フロフラン及びチエノチオフェン誘導体のシクロプロパン化による[3.3.1]プロペランの合成とその物性

    平野翔暉, 光藤耕一, 菅 誠治

    日本化学会第104春季年会  2024.3 

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    Event date: 2024.3.18 - 2024.3.21

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  • 電気化学的なC-O結合形成によるベンゾラクトン類の選択的合成

    廣中祐馬, 光藤耕一, 菅 誠治

    日本化学会第104春季年会  2024.3 

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    Event date: 2024.3.18 - 2024.3.21

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  • 電気化学的なラジカル発生を鍵とする含硫黄複素環化合物の合成

    光藤耕一, 奥村恭之, 菅 誠治

    電気化学会第91大会  2024.3 

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    Event date: 2024.3.14 - 2024.3.16

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  • Synthesis of Sultone Derivatives via Electrochemical C(sp2)–O Bond Formation

    Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo, Seiji Suga

    International Joint Symposium 2023 on Synthetic Organic Chemistry ~ISDigiTOS-2, ICAMS-3, & CREST-OS-FRIR~  2023.12 

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    Event date: 2023.12.5 - 2023.12.8

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  • Electrochemical Hydrogenation of Quinolines Using a PEM Reactor

    Atsushi Osaki, Koichi Mitsudo, Seiji Suga

    International Joint Symposium 2023 on Synthetic Organic Chemistry ~ISDigiTOS-2, ICAMS-3, & CREST-OS-FRIR~  2023.12 

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    Event date: 2023.12.5 - 2023.12.8

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  • Efficient Synthesis of Thienoacene Derivatives by Electrochemical C–S Bond Formation Using Halogen Mediator

    Koichi Mitsudo, Ren Matsuo, Toki Yonezawa, Yuri Tachibana, Seiji Suga

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-15)  2023.11 

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    Event date: 2023.11.20 - 2023.11.23

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  • 電極反応によるC-S結合形成を経るジベンゾチオフェン誘導体の合成

    光藤耕一, 立花有梨, 菅 誠治

    第52回複素環化学討論会  2023.10 

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    Event date: 2023.10.12 - 2023.10.14

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  • 電解酸化による脱水素型C(sp2)–O結合形成を鍵とするスルトン誘導体の合成

    奥村恭之, 光藤耕一, 菅 誠治

    第52回複素環化学討論会  2023.10 

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    Event date: 2023.10.12 - 2023.10.14

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  • 電気化学的なC−Oカップリングを経るスルトン誘導体の合成

    光藤耕一, 奥村恭之, 菅 誠治

    第39回有機合成化学セミナー  2023.9 

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    Event date: 2023.9.20 - 2023.9.22

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  • 電気化学的なC-S結合形成反応によるチエノアセン類の効率合成

    光藤耕一, 松尾 恋, 米澤時希, 立花有梨, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • 電気化学的なC-O結合形成によるベンゾラクトン類の選択的合成

    廣中祐馬, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • N,O-二座配位ジフルオロボロン誘導体の合成およびその光学・電気化学的特性

    前川直登, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • ヘテロアセンのシクロプロパン化による[3.3.1]プロペランの合成および物性評価

    平野翔暉, 桐畑朋佳, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • 電気化学的手法を用いた連続的C-S結合形成反応による効率的なチエノアセンの合成

    長原拓也, 片浦 望, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • PEM 型リアクターを用いたキノリンの電解水素化

    大崎徳士, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • 電気化学的手法を用いた脱水素型C‒O結合形成を経るスルトン誘導体の合成

    奥村恭之, 饒平名浩太朗, 光藤耕一, 菅 誠治

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • トリフェニルアミンラジカルカチオンを用いた近赤外線吸収色素の合成と物性評価

    渡辺 蒼, 光藤耕一, 柏木行康, 矢野将文

    第33回基礎有機化学討論会  2023.9 

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    Event date: 2023.9.12 - 2023.9.14

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  • 電解酸化を駆使した脱水素型C–O結合形成を経るスルトン誘導体の合成

    奥村恭之, 饒平名浩太郎, 光藤耕一, 菅 誠治

    第47回有機電子移動化学討論会  2023.6 

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    Event date: 2023.6.16 - 2023.6.17

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  • 電気化学的手法を用いた連続的C–S結合形成反応によるチエノアセンの合成

    長原拓也, 片浦望, 光藤耕一, 菅 誠治

    第47回有機電子移動化学討論会  2023.6 

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    Event date: 2023.6.16 - 2023.6.17

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  • Electrochemical Synthesis of Sultone Derivatives via Dehydrogenative C–O Bond Formation

    Yasuyuki Okumura, Kotaro Yohena, Koichi Mitsudo, Seiji Suga

    10th German Japanese Symposium on Electrosynthesis (GJSE-10)  2023.6 

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    Event date: 2023.6.14 - 2023.6.15

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  • Electrochemical Synthesis of Diarylsultone via Dehydrogenative C O Bond Formation

    Yasuyuki Okumura, Koichi Mitsudo, Seiji Suga

    10th Pacific Symposium on Radical Chemistry (PSRC-10)  2023.6 

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    Event date: 2023.6.4 - 2023.6.9

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  • Halogen Mediated Electrochemical Synthesis: Facial Accesses to Dibenzothiophenes and Spirooxindoles

    Seiji Suga, Koichi Mitsudo, Eisuke Sato, Yuri Tachibana, Sae Kangawa

    243rd ECS Meeting  2023.5 

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    Event date: 2023.5.28 - 2023.6.2

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  • ハロゲンメディエータを用いた電気化学的なC-S結合形成反応によるジベンゾチオフェン誘導体の合成

    光藤耕一, 立花有梨, 菅 誠治

    電気化学会第90大会  2023.3 

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    Event date: 2023.3.27 - 2023.3.29

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  • ヘテロアセンのシクロプロパン化によるプロペラ型分子の合成

    平野翔暉, 桐畑朋佳, 光藤耕一, 菅 誠治

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3.22 - 2023.3.25

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  • PEM 型リアクターを用いた官能基選択的電解水素化

    大崎徳士, 井上陽香, 仁木裕太, 光藤耕一, 菅 誠治

    2022年日本化学会中国四国支部大会広島大会  2022.11 

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    Event date: 2022.11.12 - 2022.11.13

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  • Electrochemical Dehydrogenative Coupling Leading to Thienoacenes and Dibenzophosphole Oxides Invited

    Koichi Mistudo

    The 15th International Symposium on Organic Reactions (ISOR15)  2022.11 

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    Event date: 2022.11.3 - 2022.11.5

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  • 電気化学的手法を用いた1,2-ジメトキシベンゼンの酸化的環化三量化反応

    仁木祐太, 佐藤英祐, 光藤耕一, 菅 誠治

    第12回CSJ化学フェスタ2022  2022.10 

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    Event date: 2022.10.18 - 2022.10.20

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  • Oxidative Cyclotrimerization of 1,2-dimethoxybenzene Using Electrochemical Techniques

    Yuta Niki, Eisuke Sato, Koichi Mitsudo, Seiji Suga

    9th German-Japanese Symposium on Electrosynthesis (GJSE-9)  2022.10 

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    Event date: 2022.10.1 - 2022.10.2

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  • Electrochemical Synthesis Using Mediatory Systems

    Seiji Suga, Koichi Mitsudo, Eisuke Sato, Ren Matsuo, Toki Yonezawa, Yuji Kurimoto, Jun Yamashita, Nozomi Kataura, Takuya Nagahara, Sae Kangawa

    9th German-Japanese Symposium on Electrosynthesis (GJSE-9)  2022.10 

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    Event date: 2022.10.1 - 2022.10.2

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  • N,O-二座配位ジフルオロボロン誘導体の効率合成および物性評価

    前川直登, 光藤耕一, 菅 誠治

    第32回基礎有機化学討論会  2022.9 

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    Event date: 2022.9.20 - 2022.9.22

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  • 電気化学的手法を用いた1,2-ジメトキシベンゼンの酸化的環化三量化反応

    仁木祐太, 佐藤英祐, 光藤耕一, 菅 誠治

    第32回基礎有機化学討論会  2022.9 

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    Event date: 2022.9.20 - 2022.9.22

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  • 電気化学的手法を用いた連続的C-S結合形成反応によるチエノアセンの効率的合成法

    長原拓也, 片浦 望, 光藤耕一, 菅 誠治

    第51回複素環化学討論会  2022.9 

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    Event date: 2022.9.15 - 2022.9.17

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  • 陽極酸化を用いたイソクロマン骨格へのシアノ基導入反応

    横山雄大, 小倉実夏, 佐藤英祐, 菅 誠治

    第51回複素環化学討論会  2022.9 

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    Event date: 2022.9.15 - 2022.9.17

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  • 陽極酸化を用いたC-O結合形成を経るスルトン誘導体の合成

    奥村恭之, 饒平名浩太郎, 光藤耕一, 菅 誠治

    第51回複素環化学討論会  2022.9 

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    Event date: 2022.9.15 - 2022.9.17

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  • ヘテロアセン類の効率的合成法の探索 Invited

    光藤耕一

    第36回若手化学者のための化学道場  2022.9 

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    Event date: 2022.9.12 - 2022.9.13

    Language:Japanese   Presentation type:Oral presentation (invited, special)  

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  • 電気化学的手法を用いた1,2-ジメトキシベンゼンの酸化的環化三量化反応

    仁木祐太, 佐藤英祐, 光藤耕一, 菅 誠治

    2022年電気化学秋季大会  2022.9 

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    Event date: 2022.9.8 - 2022.9.9

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  • 有機ケイ素化合物の陰極還元による活性化とカルボニル化合物への付加反応

    佐藤英祐, 藤井麻由, 光藤耕一, 菅 誠治

    第46回有機電子移動化学討論会  2022.6 

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    Event date: 2022.6.17 - 2022.6.18

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  • Electrochemical Dehydrogenative C–P Bond Formation for the Synthesis of Phosphacycles Using DABCO As a Mediator

    Koichi Mitsudo, Yuji Kurimoto, Jun Yamashita, Seiji Suga

    241st ECS Meeting  2022.5 

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    Event date: 2022.5.29 - 2022.6.2

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  • Electrochemical Cyanosilylation of Carbonyl Compounds: Machine Learning-Assisted Exploration of Suitable Reaction Conditions

    Seiji Suga, Eisuka Sato, Mayu Fujii, Hiroki Tanaka, Koichi Mitsudo

    241st ECS Meeting  2022.5 

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    Event date: 2022.5.29 - 2022.6.2

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  • 脱メチル化を経るN,O-二座配位ジフルオロボロン誘導体の効率的な合成法の開発

    前川直登, 光藤耕一, 菅 誠治

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • 電気化学的なC-P結合形成を経るジアリールホスホールオキシドの合成

    山下 惇, 栗本悠司, 光藤耕一, 菅 誠治

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • 電気化学的手法を用いた連続的縮環反応による置換ベンゾチエノベンゾチオフェンの合成

    長原拓也, 片浦 望, 菅 誠治, 光藤耕一

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • 陽極酸化を用いたイソクロマンのシアノ化反応

    横山雄大, 小倉実夏, 菅 誠治, 佐藤英祐, 光藤耕一

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • 電気化学的手法を用いたアルデヒドのアルキニル化反応

    藤井麻由, 佐藤英祐, 光藤耕一, 菅 誠治

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • 電気化学的なC–O結合形成を経るスルトン誘導体の合成

    奥村恭之, 饒平名浩太郎, 光藤耕一, 菅 誠治

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3.23 - 2022.3.26

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  • ベンゾフロベンゾフランの特異な反応性を利用したプロペラ型分子の合成

    桐畑朋佳, 光藤耕一, 菅 誠治

    2021年日本化学会中国四国支部大会  2021.11 

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    Event date: 2021.11.13 - 2021.11.14

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  • 電気化学的なC–P結合形成を経るジベンゾホスホールの合成

    山下 惇, 栗本悠司, 光藤耕一, 菅 誠治

    2021年日本化学会中国四国支部大会  2021.11 

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    Event date: 2021.11.13 - 2021.11.14

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  • 電気化学的な脱水素型C-P結合形成反応によるホスホールオキシドの合成

    光藤耕一, 栗本悠司, 山下 惇, 菅 誠治

    第37回有機合成化学セミナー  2021.9 

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    Event date: 2021.9.15 - 2021.9.17

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  • マイクロフロー電解リアクターによるカルボニル化合物のシアノメチル化反応とニトロメチル化反応

    佐藤英祐, 國本俊平, 田中宏樹, 光藤耕一, 菅 誠治

    第37回有機合成化学セミナー  2021.9 

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    Event date: 2021.9.15 - 2021.9.17

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  • 電気化学的な結合形成反応を鍵とするπ電子系分子の効率合成 Invited

    光藤耕一

    2021年電気化学会秋季大会  2021.9 

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    Event date: 2021.9.8 - 2021.9.9

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  • 電気化学的手法を用いたシアノシリル化反応のフロー系への展開と機械学習による反応最適化

    藤井麻由, 佐藤英祐, 光藤耕一, 菅 誠治

    第45回有機電子移動化学討論会  2021.6 

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    Event date: 2021.6.24 - 2021.6.25

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  • 電気化学的なC–P 結合形成反応による環状リン化合物の合成

    光藤耕一, 栗本悠司, 山下 惇, 菅 誠治

    第45回有機電子移動化学討論会  2021.6 

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    Event date: 2021.6.24 - 2021.6.25

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  • マイクロフロー電解系を用いたカルボニル化合物のシアノメチル化およびニトロメチル化 反応

    佐藤英祐, 國本俊平, 光藤耕一, 菅 誠治

    第45回有機電子移動化学討論会  2021.6 

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    Event date: 2021.6.24 - 2021.6.25

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  • 電解法による1,2-ジメトキシベンゼンの三量化反応

    仁木祐太, 光藤耕一, 佐藤英祐, 菅 誠治

    第45回有機電子移動化学討論会  2021.6 

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    Event date: 2021.6.24 - 2021.6.25

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  • マイクロフロー電解リアクターを用いたシアノシリル化反応

    藤井麻由, 佐藤英祐, 光藤耕一, 菅 誠治

    日本化学会第101春季年会  2021.3 

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    Event date: 2021.3.19 - 2021.3.22

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  • ピロリジン由来N-アシルイミニウムイオンのアリル化反応における立体選択性の逆転現象

    松邨和馬, 佐藤英祐, 光藤耕一, 菅 誠治

    日本化学会第101春季年会  2021.3 

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    Event date: 2021.3.19 - 2021.3.22

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  • アリールチオールの電解酸化によるジベンゾチオフェン骨格の形成反応

    立花有梨, 光藤耕一, 菅 誠治

    日本化学会第101春季年会  2021.3 

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    Event date: 2021.3.19 - 2021.3.22

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  • アリールボロン酸エステルとアリールリチウム種の電気化学的クロスカップリング反応

    柴田太郎, 重森圭介, 光藤耕一, 菅 誠治

    日本化学会第101春季年会  2021.3 

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    Event date: 2021.3.19 - 2021.3.20

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  • Efficient Syntheses of Thienoacene Derivatives by Transition Metal-Catalyzed Reactions Invited

    Koichi Mitsudo

    5th International Conference on Catalysis and Chemical Engineering (CCE-2021)  2021.2 

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    Event date: 2021.2.22 - 2021.2.26

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  • 芳香族複素環を含むフルオレノールおよびフルベン誘導体の合成と物性

    栗本悠司, 光藤耕一, 菅 誠治

    第49回複素環化学討論会  2020.9 

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    Event date: 2020.9.24 - 2020.9.26

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  • Electrochemical Intramolecular C–S Bond Formation Leading to Thienoacene Derivatives

    Koichi Mitsudo, Toki Yonezawa, Ren Matsuo, Seiji Suga

    237th ECS Meeting  2020.5 

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    Event date: 2020.5.10 - 2020.5.14

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  • Electron-Transfer Driven Cyanation of Aryl Iodides

    Seiji Suga, Kazuki Yoshioka, Takayuki Hirata, Koichi Mitsudo, Koji Midorikawa

    237th ECS Meeting  2020.5 

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    Event date: 2020.5.10 - 2020.5.14

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  • Electrochemical Synthesis of Thienoacenes: Dehydrogenative C–S Coupling Promoted by a Halogen Mediator Invited

    Koichi Mistudo, Seiji Suga

    The 14th International Symposium on Organic Reactions (ISOR14)  2020.4 

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    Event date: 2020.4.24 - 2020.4.26

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  • フロー電解リアクターを用いたアルデヒドのシアノメチル化反応

    國本俊平, 田中宏樹, 林田賢佑, 光藤耕一, 菅 誠治

    電気化学会第87回大会  2020.3 

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    Event date: 2020.3.22 - 2020.3.25

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  • PEM型リアクターを用いたエノンの選択的還元

    井上陽香, 光藤耕一, 菅 誠治

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3.22 - 2020.3.25

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  • 電気化学的な連続縮環反応によるチエノチオフェンの合成

    片浦 望, 光藤耕一, 菅 誠治

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3.22 - 2020.3.25

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  • 分子内 C-H 官能基化を経るフルオレノールの合成

    栗本悠司, 光藤耕一, 菅 誠治

    本化学会第100春季年会  2020.3 

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    Event date: 2020.3.22 - 2020.3.25

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  • チエノ-1,2-オキサボリンの合成と物性

    光藤耕一, 重森圭介, 菅 誠治

    第30回基礎有機化学討論会  2019.9 

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    Event date: 2019.9.25 - 2019.9.27

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  • ヨウ化物イオン触媒による脱メチル化と続くC-Hホウ素化によるチオフェン縮環1,2-オキサボリンの合成

    光藤耕一, 重森圭介, 菅 誠治

    第66回有機金属化学討論会  2019.9 

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    Event date: 2019.9.14 - 2019.9.16

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  • Synthesis and Properties of Ethene-Bridged Terthiophene Multi-Oxides

    Masataoshi Takabatake, Koichi Mitsudo, Seiji Suga

    27th International Society of Heterocyclic Chemistry Congress (ISHC-27)  2019.9 

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    Event date: 2019.9.1 - 2019.9.6

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  • Transition Metal-Free One-pot Synthesis of 3-Benzo[b]thienyl Thioethers via Benzo[b]thiophenone

    Nanae Habara, Koichi Mitsudo, Seiji Suga

    The 4th International Symposium on Process Chemistry (ISPC2019)  2019.7 

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    Event date: 2019.7.24 - 2019.7.26

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  • Efficient Synthesis of Benzodithienofuran and Benzodithienothiophene Derivatives via Pd-Catalyzed Dehydrogenative Cyclizations

    Koichi Mitsudo, Yuji Kurimoto, Seiji Suga

    20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS20)  2019.7 

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    Event date: 2019.7.21 - 2019.7.25

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  • フルベン誘導体の効率的合成および、その電気化学的特性

    栗本悠司, 光藤耕一, 菅 誠治

    第43回有機電子移動化学討論会  2019.6 

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    Event date: 2019.6.27 - 2019.6.28

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  • ハロゲンメディエータを用いた電気化学的脱水素型環化反応によるチエノアセンの合成

    米澤時希, 松尾 恋, 井上陽香, 光藤耕一, 菅 誠治

    第43回有機電子移動化学討論会  2019.6 

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    Event date: 2019.6.27 - 2019.6.28

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  • ハロゲンメディエータを用いた連続的な縮環反応によるチエノチオフェンの合成

    片浦 望, 米澤時希, 光藤耕一, 菅 誠治

    第43回有機電子移動化学討論会  2019.6 

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    Event date: 2019.6.27 - 2019.6.28

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  • フルベン誘導体の新規合成法の開発

    栗本悠司, 光藤耕一, 菅 誠治

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3.20 - 2019.3.23

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  • 3-チエニルチオエーテルの効率的ワンポット合成

    羽原奈々江, 光藤耕一, 菅 誠治

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3.20 - 2019.3.23

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  • 電気化学的な脱水素型環化反応によるチエノアセンの合成

    米澤時希, 光藤耕一, 菅 誠治

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3.20 - 2019.3.23

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  • エテン架橋ターチオフェン酸化物の合成とその電気化学的特性

    高畑正利, 光藤耕一, 菅 誠治

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3.20 - 2019.3.23

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  • Synthesis of Heterothienoacenes via Construction and Cyclization of Chalcogen-Bridged Thiophene Derivatives and Their Properties Invited

    Koichi Mitsudo

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3.20 - 2019.3.23

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  • Efficient and Straightforward Synthesis of Heterothienoacenes Invited

    Koichi Mitsudo, Seiji Suga

    The 13th International Symposium on Organic Reactions (ISOR13)  2018.11 

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    Event date: 2018.11.21 - 2018.11.24

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  • Efficient Synthesis of Thienoacene Derivatives via Construction of Oxygen or Sulfur-Bridged Bithiophene Skeletons and the following Cyclization

    Yuji Kurimoto, Koichi Mitsudo, Seiji Suga

    The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)  2018.11 

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    Event date: 2018.11.12 - 2018.11.16

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  • Synthesis and Properties of Dithieno-fused 1,4-Azaborines

    Koichi Mitsudo, Keisuke Shigemori, Seiji Suga

    The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)  2018.11 

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    Event date: 2018.11.12 - 2018.11.16

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  • Synthesis of Thiophene-fused 1,2-Oxaborines via Iodide-Catalyzed Demethylation and Intramolecular C–H Borylation

    Keisuke Shigemori, Koichi Mitsudo, Seiji Suga

    The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)  2018.11 

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    Event date: 2018.11.12 - 2018.11.16

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  • 電気化学的脱水素環化反応によるπ拡張チエノアセンの合成

    光藤耕一, 松尾 恋, 米澤時希, 菅 誠治

    2018年電気化学秋季大会  2018.9 

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    Event date: 2018.9.25 - 2018.9.26

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  • 銅触媒を用いる脱水素型環化によるチエノフラン誘導体の合成

    小橋祥晃, 光藤耕一, 菅 誠治

    第65回有機金属化学討論会  2018.9.19 

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    Event date: 2018.9.21

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  • 鉄/銅共触媒系を用いたエーテル化反応によるアリールベンゾ[b]チエニルエーテルの合成

    浅田拓哉, 光藤耕一, 菅 誠治

    第65回有機金属化学討論会  2018.9 

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    Event date: 2018.9.19 - 2018.9.21

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  • 酸素及び硫黄原子架橋を経る新規チエノアセン誘導体の効率的合成法の開発と物性評価

    栗本悠司, 光藤耕一, 菅 誠治

    第29回基礎有機化学討論会  2018.9 

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    Event date: 2018.9.6 - 2018.9.8

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  • Efficient Synthesis and Properties of Benzodithienofurans and Benzodithienothiophenes

    Koichi Mitsudo, Yuji Kurimoto, Seiji Suga

    The Fourth International Symposium on C-H Activation (ISCHA-4)  2018.8 

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    Event date: 2018.8.30 - 2018.9.2

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  • Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives

    Koichi Mitsudo, Yuji Kurimoto, Seiji Suga

    28th International Conference on Organometallic Chemistry (ICOMC2018)  2018.7 

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    Event date: 2018.7.15 - 2018.7.20

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  • 電気化学的な脱水素型環化反応によるπ拡張チエノアセンの合成

    米澤時希, 松尾恋, 光藤耕一, 菅 誠治

    第42回有機電子移動化学討論会  2018.6 

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    Event date: 2018.6.28 - 2018.6.29

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  • 環状N-アシルイミニウムイオンと求核剤との反応における立体化学の逆転現象

    吉岡和紀, 光藤耕一, 菅 誠治

    第42回有機電子移動化学討論会  2018.6 

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    Event date: 2018.6.28 - 2018.6.29

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  • エテン架橋ターチオフェン(EBTT)を骨格に含むD-Aポリマーの合成とその電気化学的特性

    高畑正利, 山崎新, 光藤耕一, 菅 誠治

    第42回有機電子移動化学討論会  2018.6 

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    Event date: 2018.6.28 - 2018.6.29

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  • 酸素および硫黄架橋ビチオフェン骨格の形成と縮環反応によるチエノアセン誘導体の新規合成法

    栗本悠司, 光藤耕一, 菅 誠治

    第113回有機合成シンポジウム  2018.6 

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    Event date: 2018.6.6 - 2018.6.7

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  • Reactions Using Organo-Dications As Redox-Switchable Catalysts in Batch and Flow Systems

    Seiji Suga, Yusuke Kurihara, Takayuki Hirata, Hiroki Tanaka, Koichi Mitsudo

    233rd ECS Meeting  2018.5 

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    Event date: 2018.5.13 - 2018.5.17

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  • ベンゾジチエノフランおよびベンゾジチエノチオフェン誘導体の効率的合成と物性評価

    栗本悠司, 光藤耕一, 菅 誠治

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3.20 - 2018.3.23

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  • 鉄・銅共触媒を用いたアリールチエニルエーテルの合成およびチエノベンゾフラン誘導体への変換

    浅田拓哉, 稲田智大, 光藤耕一, 菅 誠治

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3.20 - 2018.3.23

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  • Friedel-Crafts C-Hボリル化反応を用いたチエノアザボリン誘導体の合成とその物性評価

    重森圭介, 光藤耕一, 菅 誠治

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3.20 - 2018.3.23

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  • 電気化学的な脱水素型環化反応によるπ拡張チエノフランの合成

    松尾 恋, 光藤耕一, 菅 誠治

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3.20 - 2018.3.23

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  • 環状N-アシルイミニウムイオンのアリル化における立体化学の逆転現象

    吉岡和紀, 光藤耕一, 菅 誠治

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3.20 - 2018.3.23

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  • Synthesis of Butadiynes by Electro-oxidative Coupling Reactions

    Ren Matsuo, Natsuyo Kamimoto, Koichi Mitsudo, Seiji Suga

    The 11th International Symposium on Integrated Synthesis & The 3rd Symposium on Middle Molecular Strategy (ISONIS-11 & ISMMS-3)  2017.11 

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    Event date: 2017.11.15 - 2017.11.17

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  • 多様なチエノアセン系分子の効率的合成法の探索とそのレドックス特性 Invited

    光藤耕一

    2017年日本化学会中国四国支部大会  2017.11 

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    Event date: 2017.11.11 - 2017.11.12

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  • 高度にπ拡張されたベンゾシロロチオフェン誘導体の効率的合成及びその電気化学的特性

    光藤耕一, 田中聖一, 礒淵僚太, 菅 誠治

    2017年電気化学会秋季大会  2017.9 

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    Event date: 2017.9.10 - 2017.9.11

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  • エーテル合成および脱水素環化を経るベンゾジチエノフラン誘導体の合成と物性評価

    栗本悠司, 光藤耕一, 菅 誠治

    第28回基礎有機化学討論会  2017.9 

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    Event date: 2017.9.7 - 2017.9.9

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  • Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives

    Koichi Mitsudo, Seiichi Tanaka, Seiji Suga

    19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS19)  2017.6 

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    Event date: 2017.6.25 - 2017.6.29

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  • 鉄・銅共触媒によるエーテル化反応を経るチエノベンゾフランの効率的合成と電気化学的性質

    浅田拓哉, 稲田智大, 光藤耕一, 菅 誠治

    第41回有機電子移動化学討論会  2017.6 

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    Event date: 2017.6.22 - 2017.6.23

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  • エーテル合成および脱水素環化反応を経るヘテロ環が縮環したチエノフラン誘導体の合成

    栗本悠司, 光藤耕一, 菅 誠治

    第41回有機電子移動化学討論会  2017.6 

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    Event date: 2017.6.22 - 2017.6.23

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  • インダイレクトカチオンプール法を応用したピペリジン誘導体の不斉合成

    吉岡和紀, 灰佐将弘, 光藤耕一, 菅 誠治

    第41回有機電子移動化学討論会  2017.6 

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    Event date: 2017.6.22 - 2017.6.23

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  • Efficient Synthesis of π-Extended Ladder-type Thiophene Derivatives Invited

    Koichi Mitsudo

    International Symposium on Pure & Applied Chemistry 2017 (ISPAC-2017)  2017.6 

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    Event date: 2017.6.8 - 2017.6.10

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  • SNAr 反応によるエーテル合成および脱水素環化反応を経るジチエノフラン誘導体の合成

    栗本悠司, 光藤耕一, 菅 誠治

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3.16 - 2017.3.19

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  • 有機電解と有機金属の協奏的レドックス化学に基づく分子構築 Invited

    光藤耕一

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3.16 - 2017.3.19

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  • レドックス応答型有機触媒を用いた反応制御

    平田敬之, 栗原悠輔, 光藤耕一, 菅 誠治

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3.16 - 2017.3.19

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  • インダイレクトカチオンプール法を応用したピペリジン誘導体の不斉合成

    灰佐将弘, 光藤耕一, 菅 誠治

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3.16 - 2017.3.19

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  • 有機半導体材料を指向した七環式チエノフラン誘導体の合成と物性評価

    稲田智大, 塩津辰真, 中村成明, 森裕樹, 西原康師, 光藤耕一, 菅 誠治

    2016年日本化学会中国四国支部大会  2016.11 

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    Event date: 2016.11.5 - 2016.11.6

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  • ロジウム触媒を用いた Si–H/C–H 結合切断を経る 脱水素型環化反応によるベンゾシロロチオフェン誘導体の合成

    光藤耕一, 田中聖一, 礒淵僚太, 是永敏伸, 菅 誠治

    第63回有機金属化学討論会  2016.9 

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    Event date: 2016.9.14 - 2016.9.16

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  • ベンゾチエノフラン誘導体の高効率的合成と物性評価

    稲田智大, 塩津辰真, 光藤耕一, 菅 誠治

    第27回基礎有機化学討論会  2016.9 

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    Event date: 2016.9.1 - 2016.9.3

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  • 酸性ゼオライトを利用した脱水環化反応を経る新規π拡張チエノフランの効率的合成および電子的特性の評価

    稲田智大, 塩津辰真, 中村成明, 光藤耕一, 菅 誠治

    第40回有機電子移動化学討論会  2016.6 

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    Event date: 2016.6.24 - 2016.6.25

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  • 有機電子移動化学と有機金属化学を両輪とする有機合成 Invited

    光藤耕一

    第12回有機電子移動化学若手の会  2016.6 

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    Event date: 2016.6.24 - 2016.6.25

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  • 電気化学的手法により発生させた有機ジカチオン種のレドックス応答性及び触媒活性評価

    平田敬之, 藤原郁美, 光藤耕一, 菅 誠治

    第40回有機電子移動化学討論会  2016.5 

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    Event date: 2016.5.29 - 2016.6.3

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  • Synthesis, Properties, and Theoretical Study of π-Extended Diynes and Their Analogs Bearing Two Amino Moieties

    Koichi Mitsudo, Natsuyo Kamimoto, Nariaki Nakamura, Akina Tsutsumi, Seiji Suga

    229th ECS Meeting  2016.5 

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    Event date: 2016.5.29 - 2016.6.3

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  • Stereoselective Nucleophilic Additions to the N-Acyliminium Ions: Elucidation of Stereoselectivity By Spectroscopic Conformational Analysis

    Seiji Suga, Junya Yamamoto, Tomoya Akagi, Masahiro Haisa, Koichi Mitsudo

    229th ECS Meeting  2016 

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    Event date: 2016.5.29 - 2016.6.3

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  • Synthetic Studies for π-Extended Thienofurans via Zeolite-Promoted Dehydrative Cyclization

    Tomohiro Inada, Tatsuma Shiotsu, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    The 12th International Symposium on Organic Reactions (ISOR12)  2016.4 

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    Event date: 2016.4.22 - 2016.4.24

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  • Synthesis, Properties, and Theoretical Studies of π-Extended Diynes Bearing Two Amino Moieties Invited

    Koichi Mitsudo, Natsuyo Kamimoto, Seiji Suga

    The 12th International Symposium on Organic Reactions (ISOR12)  2016.4 

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    Event date: 2016.4.22 - 2016.4.24

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  • 電気化学的な反応点制御による両末端にアミノ基を有するπ拡張ブタジインの合成と蛍光ソルバトクロミズム

    光藤耕一, 神本奈津代, 中村成明, 堤 明菜, 菅 誠治

    電気化学会第83大会  2016.3 

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    Event date: 2016.3.29 - 2016.3.31

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  • ゼオライトを用いた脱水環化を経る新規π拡張チエノフランの合成と電気化学的特性の評価

    稲田智大, 塩津辰真, 中村成明, 光藤耕一, 菅 誠治

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3.24 - 2016.3.27

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  • 脱水素シリル化反応によるベンゾシロロチオフェン誘導体の合成

    田中聖一, 礒淵僚太, 光藤耕一, 是永敏伸, 菅 誠治

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3.24 - 2016.3.27

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  • エテン架橋ターチオフェンの効率的合成とその電気化学的挙動

    光藤耕一, 神本奈津代, 山崎 新, 佐藤秀彦, 菅 誠治

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3.24 - 2016.3.27

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  • Iridium-catalyzed dehydrogenative cyclization leading to dithienosilole derivatives and their electrochemical properties

    Ryota Isobuchi, Koichi Mitsudo, Seiji Suga

    2015.12 

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    Event date: 2015.12.15 - 2015.12.20

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  • A facile synthesis of ethene-bridged terthiophenes and their physical properties

    Koichi Mitsudo, Hidehiko Sato, Jun Goto, Arata Yamasaki, Seiji Suga

    Pacifichem2015  2015.12 

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    Event date: 2015.12.15 - 2015.12.20

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  • Catalytic activity of electrochemically generated organo-dications

    Seiji Suga, Ikumi Fujiwara, Yusuke Kurihara, Yuki Onishi, Koichi Mitsudo

    Pacifichem2015  2015.12 

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    Event date: 2015.12.15 - 2015.12.20

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  • Stereoselective synthesis of piperidine derivatives using the indirect cation pool method

    Junya Yamamoto, Tomoya Akagi, Masahiro Haisa, Koichi Mitsudo, Seiji Suga

    Pacifichem2015  2015.12 

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    Event date: 2015.12.15 - 2015.12.20

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  • Pd 触媒を用いたドミノ型 C-H/N-H 官能基化による窒素架橋チエノアセン類の合成

    神本奈津代, Dieter Schollmeyer, 光藤耕一, 菅 誠治, Siegfried R. Waldvogel

    第45回複素環化学討論会  2015.11 

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    Event date: 2015.11.19 - 2015.11.21

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  • フロチエノアセンの効率的合成法の開発

    稲田智大, 塩津辰真, 中村成明, 光藤耕一, 菅 誠治

    2015年日本化学会中国四国支部大会  2015.11 

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    Event date: 2015.11.14 - 2015.11.15

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  • Palladium-Catalyzed Domino C-H/N-H Functionalization for the Synthesis of Novel Nitrogen-Bridged Thienoacenes

    Natsuyo Kamimoto, Dieter Schollmeyer, Koichi Mitsudo, Seiji Suga, Siegfried R. Waldvogel

    The Thirteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)  2015.11 

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    Event date: 2015.11.9 - 2015.11.13

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  • Synthesis of Ethene-Bridged Terthiophenes by Double Sonogashira Coupling of Dibromoterthiophene and Sequential Double Cyclization

    Koichi Mitsudo, Natsuyo Kamimoto, Hidehiko Sato, Arata Yamasaki, Jun Goto, Seiji Suga

    The Thirteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)  2015.11 

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    Event date: 2015.11.9 - 2015.11.13

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  • 脱水素シリル化反応によるベンゾシロロチオフェン誘導体の合成および物性評価

    田中聖一, 光藤耕一, 菅 誠治

    第26回基礎有機化学討論会  2015.9 

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    Event date: 2015.9.24 - 2015.9.26

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  • Pd触媒を用いたドミノC-H/N-H官能基化による窒素架橋チエノアセンの合成

    神本奈津代, ショールマイヤー ディーター, 光藤耕一, 菅 誠治, ヴァルトフォーゲル, ジークフリード R

    第62回有機金属化学討論会  2015.9 

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    Event date: 2015.9.7 - 2015.9.9

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  • ジブロモターチオフェンの二重薗頭クロスカップリングと続く二重環化反応によるエテン架橋ターチオフェンの合成

    光藤耕一, 佐藤秀彦, 山崎 新, 後藤 淳, 菅 誠治

    第62回有機金属化学討論会  2015.9 

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    Event date: 2015.9.7 - 2015.9.9

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  • イリジウム触媒を用いたSi-H/C-H結合切断を伴う脱水素型環化反応によるジチエノシロール誘導体の合成

    礒淵僚太, 田中聖一, 光藤耕一, 菅 誠治

    第62回有機金属化学討論会  2015.9 

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    Event date: 2015.9.7 - 2015.9.9

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  • Synthesis of ethene-bridged terthiophenes via double Sonogashira cross-coupling and sequential cyclization

    Koichi Mitsudo, Hidehiko Sato, Jun Goto, Arata Yamasaki, Seiji Suga

    18th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS18)  2015.6 

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    Event date: 2015.6.28 - 2015.7.2

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  • 脱水素型環化反応によるシロール誘導体の直接的合成および物性評価

    田中聖一, 礒淵僚太, 光藤耕一, 菅 誠治

    第39回有機電子移動化学討論会  2015.6.25 

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    Event date: 2015.6.26

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  • 二置換ピペリジン由来のN-アシルイミニウムイオンと求核剤の反応における立体選択性に関する研究

    灰佐将弘, 山本純也, 赤木智也, 光藤耕一, 菅 誠治

    第39回有機電子移動化学討論会  2015.6 

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    Event date: 2015.6.25 - 2015.6.26

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  • エテン架橋トリチオフェンの合成と電気化学的物性評価

    光藤耕一, 佐藤秀彦, 山崎 新, 神本奈津代, 後藤 淳, 菅 誠治

    第39回有機電子移動化学討論会  2015.6 

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    Event date: 2015.6.25 - 2015.6.26

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  • π拡張した新規デヒドロベンゾ[18]アヌレンの合成および物性評価

    神本奈津代, 光藤耕一, 菅 誠治

    第39回有機電子移動化学討論会  2015.6 

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    Event date: 2015.6.25 - 2015.6.26

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 連続的Friedel-Crafts アシル化反応によるアントラジチオフェンジオンの合成とその電気化学的性質

    村上孝志, 光藤耕一, 菅 誠治

    日本化学会第95春季年会  2015.3 

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    Event date: 2015.3.26 - 2015.3.29

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  • イリジウム触媒を用いた脱水素環化反応によるジチエノシロール誘導体の直接的合成

    礒淵僚太, 光藤耕一, 菅 誠治

    日本化学会第95春季年会  2015.3 

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    Event date: 2015.3.26 - 2015.3.29

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  • 電子移動反応により発生させた有機ジカチオン種の触媒活性

    藤原郁美, 栗原悠輔, 光藤耕一, 菅 誠治

    日本化学会第95春季年会  2015.3 

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    Event date: 2015.3.26 - 2015.3.29

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  • ケイ素架橋π拡張ベンゾジチオフェン誘導体の合成と物性評価

    佐藤秀彦, 磯淵僚太, 光藤耕一, 菅 誠治

    日本化学会第95春季年会  2015.3 

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    Event date: 2015.3.26 - 2015.3.29

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  • ジチエノシロール誘導体の効率的合成法および電気化学的挙動

    菅 誠治, 光藤耕一, 礒淵僚太, 田中聖一

    電気化学会第82回大会  2015.3 

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    Event date: 2015.3.15 - 2015.3.17

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  • Synthesis of Anthradithiophenedione by a Double Friedel–Crafts Acylation and Their Electrochemical Properties

    Takashi Murakami, Koichi Mitsudo, Seiji Suga

    BK21 Plus Symposium on HRD Center for Creative Convergence Chemical Science & The 2nd SKKU-OU Joint Symposium on Advanced Chemistry  2015.2 

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    Event date: 2015.2.12 - 2015.2.13

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  • Synthesis of π-Extended Dehydrobenzoannulenes Bearing Thiophenes and Their Physical Properties

    Natsuyo Kamimoto, Koichi Mitsudo, Seiji Suga

    The 9th International Symposium on Integrated Synthesis (ISIS-9)  2014.11 

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    Event date: 2014.11.14 - 2014.11.15

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  • Integrated Synthesis of Bis(diaryl)butadiynes Bearing Two Amino Moieties by Sequential Coupling Reactions and Their Solvatochromic Fluorescence

    Koichi Mitsudo, Natsuyo Kamimoto, Nariaki Nakamura, Akina Tsutsumi, Seiji Suga

    The 9th International Symposium on Integrated Synthesis (ISIS-9)  2014.11 

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    Event date: 2014.11.14 - 2014.11.15

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  • Synthesis and Electrochemical Behavior of π-Extended Hexa(2-thienyl)benzenes Invited

    Koichi Mitsudo

    The 5th German-Japanese Symposium on Electrosynthesis (GJSE-5)  2014.9 

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    Event date: 2014.9.22 - 2014.9.24

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  • 連続的カップリング反応による両端にアミノ基を有するビス(ジアリール)ブタジインの合成とその蛍光ソルバトクロミズム特性

    光藤耕一, 中村成明, 神本奈津代, 菅 誠治

    第25回基礎有機化学討論会  2014.9 

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    Event date: 2014.9.7 - 2014.9.9

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  • Integrated Synthesis of π-Extended Hexa(2-furyl)benzenes by Rh-Catalyzed Cyclotrimerization and the Following Suzuki–Miyaura Coupling

    Koichi Mitsudo, Jyunji Harada, Yo Tanaka, Seiji Suga

    XXVI International Conference on Organometallic Chemistry (ICOMC2014)  2014.7 

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    Event date: 2014.7.13 - 2014.7.18

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  • 電解法により発生させた有機ジカチオンおよびモノカチオンの触媒活性とレドックス応答性

    栗原悠輔, 藤原郁美, 岡村勇哉, 光藤耕一, 菅 誠治

    第38回有機電子移動化学討論会  2014.6 

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    Event date: 2014.6.26 - 2014.6.27

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  • 高度にπ拡張されたヘキサ-2-チエニルベンゼンの合成と電気化学的特性

    光藤耕一, 田中 陽, 柴原 涼, 菅 誠治

    第38回有機電子移動化学討論会  2014.6 

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    Event date: 2014.6.26 - 2014.6.27

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  • インダイレクトカチオンプール法を用いた二置換ピペリジン誘導体の立体選択的合成

    山本純也, 赤木智也, 山下圧広, 光藤耕一, 菅 誠治

    第38回有機電子移動化学討論会  2014.6 

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    Event date: 2014.6.26 - 2014.6.27

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  • Site-Selective Sequential Coupling Reactions Controlled By “Electrochemical Reaction Site Switching”: A Straightforward Approach to 1,4-Bis(diaryl)Buta-1,3-Diynes

    Natsuyo Kamimoto, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    2014.5 

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    Event date: 2014.5.11 - 2014.5.15

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  • Synthesis of 1,4-Bis(diaryl)-1,3-Butadiynes Bearing Two Amino Moieties by Electrochemical Reaction Site Switching and Their Solvatochromic Fluorescence

    Koichi Mitsudo, Natsuyo Kamimoto, Nariaki Nakamura, Seiji Suga

    225th ECS Meeting  2014.5 

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    Event date: 2014.5.11 - 2014.5.15

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  • Development of Redox-Switchable Organocatalysts

    Seiji Suga, Yuki Takasuka, Yuki Onishi, Yuya Okamura, Ikumi Fujiwara, Yusuke Kurihara, Mai Kawakami, Koichi Mitsudo

    225th ECS Meeting  2014.5 

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    Event date: 2014.5.11 - 2014.5.15

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  • バイオジナス酸化鉄を用いた酸素分子によるBaeyer-Villiger 反応

    萬代恭子, 花田弥奈恵, 光藤耕一, 萬代大樹, 橋本英樹, 高田 潤, 菅 誠治

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3.27 - 2014.3.30

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  • インダイレクトカチオンプール法を用いたピペリジン誘導体の立体選択的合成

    赤木智也, 光藤耕一, 菅 誠治

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3.27 - 2014.3.30

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  • 電気化学的手法を用いた新規有機ジカチオンの創製と触媒反応

    藤原郁美, 高須賀悠貴, 大西由起, 岡村勇哉, 栗原悠輔, 光藤耕一, 菅 誠治

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3.27 - 2014.3.30

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  • チオフェンによりπ拡張したデヒドロ[18]アヌレンの合成と物性評価

    神本奈津代, 光藤耕一, 菅 誠治

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3.27 - 2014.3.30

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  • Synthesis of Bis(diaryl)butadiynes Bearing Two Amino Moieties by Electrochemical Reaction Site Switching and Their Solvatochromic Fluorescence

    Koichi Mitsudo, Natsuyo Kamimoto, Nariaki Nakamura, Seiji Suga

    The 4th German-Japanese Symposium on Electrosynthesis (GJSE-4)  2013.12 

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    Event date: 2013.12.2 - 2013.12.3

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  • Construction of π-Extended Butadiynes by Electrochemical Reaction Site Switching

    Natsuyo Kamimoto, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    The 4th German-Japanese Symposium on Electrosynthesis (GJSE-4)  2013.12 

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    Event date: 2013.12.2 - 2013.12.3

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  • Synthesis and Properties of New Classes of Dithienopyrrole Derivatives

    Seiji Suga, Jun Mizoguchi, Shuichi Shimohara, Koichi Mitsudo

    The 4th German-Japanese Symposium on Electrosynthesis (GJSE-4)  2013.12 

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    Event date: 2013.12.2 - 2013.12.3

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  • Integrated Synthesis of π-Extended Hexa(2-furyl)benzenes by Rh-catalyzed Cyclotrimerization and the Following Suzuki-Miyaura Coupling

    Koichi Mitsudo, Jyunji Harada, Yo Tanaka, Seiji Suga

    The Eighth International Symposium on Integrated Synthesis (ISIS-8)  2013.11 

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    Event date: 2013.11.29 - 2013.12.1

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  • Site-Selective Sequential Coupling Reactions Controlled by “Electrochemical Reaction Site Switching": a Straightforward Approach to 1,4-Bis(diaryl)-1,3-butadiynes

    Natsuyo Kamimoto, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    The Eighth International Symposium on Integrated Synthesis (ISIS-8)  2013.11 

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    Event date: 2013.11.19 - 2013.12.1

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  • Synthesis of Hexa(2-furyl)benzenes and Their π-Extended Derivatives Invited

    Koichi Mitsudo, Jyunji Harada, Yo Tanaka, Seiji Suga

    The 11th International Symposium on Organic Reactions (ISOR11)  2013.11 

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    Event date: 2013.11.19 - 2013.11.22

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  • Synthesis and Properties of Alkylene-linked Bis(dithienopyrrole)s and Bis(dibenzothienopyrrole)s

    Seiji Suga, Jun Mizoguchi, Shuichi Shimohara, Koichi Mitsudo

    The 11th International Symposium on Organic Reactions (ISOR11)  2013.11 

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    Event date: 2013.11.19 - 2013.11.22

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  • Pd-Catalyzed Site-Selective Sequential Coupling Reactions Controlled by “Electrochemical Reaction Site Switching (e-RSS)”: a Straightforward Approach to 1,4-Bis(diaryl)buta-1,3-diynes (poster)

    Natsuyo Kamimoto, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    The 11th International Symposium on Organic Reactions (ISOR11)  2013.11 

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    Event date: 2013.11.19 - 2013.11.22

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  • π拡張ヘキサ−2−フリルベンゼン及びヘキサ−2−チエニルベンゼンの効率的合成とその電気化学的特性

    光藤耕一, 原田淳司, 田中 陽, 菅 誠治

    2013年電気化学秋季大会  2013.9 

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    Event date: 2013.9.27 - 2013.9.28

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  • Rh/アミン触媒による[2 + 2 + 2]付加環化と続く鈴木-宮浦カップリングによる π 拡張ヘキサ(2-フリル)ベンゼン誘導体の合成

    光藤耕一, 原田淳司, 田中 陽, 菅 誠治

    第30回有機合成化学セミナー  2013.9 

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    Event date: 2013.9.17 - 2013.9.19

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  • 電気化学的な反応点制御を利用したビス(ジアリールブタジインの合成とヘテロ芳香環への変換

    神本奈津代, 中村成明, 光藤耕一, 菅 誠治

    第30回有機合成化学セミナー  2013.9 

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    Event date: 2013.9.17 - 2013.9.19

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  • Rh触媒による[2 + 2 + 2]付加環化反応と鈴木-宮浦カップリングによるπ拡張ヘキサ(2-フリル)ベンゼンの合成

    光藤耕一, 原田淳司, 田中 陽, 菅 誠治

    第60回有機金属化学討論会  2013.9 

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    Event date: 2013.9.12 - 2013.9.14

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  • ヘキサ-2-チエニルベンゼン誘導体の合成及び物性

    田中 陽, 原田淳司, 光藤耕一, 菅 誠治

    第24回基礎有機化学討論会  2013.9 

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    Event date: 2013.9.5 - 2013.9.7

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  • 電気化学的な反応点制御に基づくビス(ジアリール)ブタジインの合成とヘテロ芳香環への変換および物性評価

    神本奈津代, 光藤耕一, 菅 誠治

    第24回基礎有機化学討論会  2013.9 

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    Event date: 2013.9.5 - 2013.9.7

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  • 電解法により発生させた有機ジカチオン種を触媒とした向山アルドール反応の制御

    岡村勇哉, 大西由起, 光藤耕一, 菅 誠治

    第37回有機電子移動化学討論会  2013.6 

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    Event date: 2013.6.20 - 2013.6.21

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  • 電気化学的な反応点制御に基づく連続的カップリング反応によるビス(ジアリール)ブタジインの合成と物性評価

    神本奈津代, 中村成明, 光藤耕一, 菅 誠治

    第37回有機電子移動化学討論会  2013.6 

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    Event date: 2013.6.20 - 2013.6.21

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  • 電気化学的な反応点制御に基づくアミノ基を有するビス(ジアリール)ブタジインの合成と物性評価

    中村成明, 神本奈津代, 光藤耕一, 菅 誠治

    第37回有機電子移動化学討論会  2013.6 

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    Event date: 2013.6.20 - 2013.6.21

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  • π拡張ヘキサ-2-チエニルベンゼンの合成と電気化学的特性

    田中 陽, 原田淳司, 光藤耕一, 菅 誠治

    第37回有機電子移動化学討論会  2013.6 

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    Event date: 2013.6.20 - 2013.6.21

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  • 窒素原子で架橋したジチエノピロール及びジベンゾチエノピロール誘導体の合成と物性評価

    光藤耕一, 溝口 淳, 菅 誠治

    電気化学会第80回大会  2013.3 

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    Event date: 2013.3.29 - 2013.3.31

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  • 磁性バイオジナス酸化鉄固定化酵素触媒を用いたマイクロ流路での2 級アルコールの速度論的光学分割反応

    萬代恭子, 福田剛大, 光藤耕一, 萬代大樹, 宮崎祐樹, 依馬 正, 橋本英樹, 高田 潤, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • 電気化学的な反応点制御に基づくアミノ基を有するビス(ジアリール)ブタジインの合成と物性評価

    中村成明, 神本奈津代, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 電解法によって発生させた有機ジカチオン種を触媒とした反応開発

    大西由起, 高須賀悠貴, 岡村勇哉, 藤原郁美, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • 電気化学的な反応点制御に基づくビス(ジアリール)ブタジインの合成と材料化学への応用

    神本奈津代, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • ヘキサ-2-フリルベンゼン誘導体の合成及びその電気化学的特性

    原田淳司, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • ヘキサ-2-チエニルベンゼン誘導体の合成及びその電気化学的特性

    田中 陽, 原田淳司, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • 窒素原子で架橋したジベンゾチエノピロール誘導体の合成と物性評価

    溝口 淳, 光藤耕一, 菅 誠治

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3.22 - 2013.3.25

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  • アリールチオールの電解酸化によるジベンゾチオフェン骨格の形成反応

    立花 有梨, 光藤 耕一, 菅 誠治

    日本化学会第101春季年会  2013.3 

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    Event date: 2013.3.19 - 2013.3.22

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  • Synthesis and Properties of Nitrogen-Bridged Terthiophenes

    Koichi Mitsudo, Shuichi Shimohara, Seiji Suga

    The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)  2012.11 

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    Event date: 2012.11.12 - 2012.11.16

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  • Reactions Using Electrochemically Generated Organo-Dications

    Yuki Onishi, Mai Kawakami, Yuki Takasuka, Yuuya Okamura, Koichi Mitsudo, Seiji Suga

    The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)  2012.11 

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    Event date: 2012.11.12 - 2012.11.16

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  • Site-Selective Sequential Coupling Reactions Controlled by “Electrochemical Reaction Site Switching (e-RSS)”: a Straightforward Approach to 1,4-Bis(diaryl)butadiynes

    Natsuyo Kamimoto, Koichi Mitsudo, Seiji Suga

    The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)  2012.11 

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    Event date: 2012.11.7 - 2012.11.8

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  • Synthesis and Properties of Nitrogen-Bridged Terthiophenes

    Koichi Mitsudo, Shuichi Shimohara, Seiji Suga

    Pacific Rim Meeteing on Electrochemical and Solid-state Science (PRiME 2012)  2012.10 

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    Event date: 2012.10.7 - 2012.10.12

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  • Site-Selective Sequential Coupling Reactions Controlled by Electrochemical Reaction Site Switching: a Straightforward Approach to Tetraarylbutadiynes

    Koichi Mitsudo, Natsuyo Kamimoto, Seiji Suga

    XXV International Conference on Organometallic Chemistry (ICOMC2012)  2012.9 

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    Event date: 2012.9.2 - 2012.9.7

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  • Synthesis and properties of nitrogen-bridged terthiophenes

    Koichi Mitsudo

    1st Okayama Symposium on Interplay between Material Science and Organic Synthesis  2012.7 

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    Event date: 2012.7.7 - 2012.7.8

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  • 窒素架橋トリチオフェンの合成と物性

    光藤耕一, 下原宗一, 溝口 淳, 後藤 淳, 菅 誠治

    第36回有機電子移動化学討論会  2012.6 

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    Event date: 2012.6.21 - 2012.6.22

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  • インダイレクトカチオンプール法を用いて発生させたN -アシルイミニウムイオンと有機リチウムの反応

    赤木智也, 光藤耕一, 菅 誠治

    第36回有機電子移動化学討論会  2012.6 

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    Event date: 2012.6.21 - 2012.6.22

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  • π拡張ヘキサ-2-チエニルベンゼンの合成と電気化学的特性

    田中 陽, 原田淳司, 光藤耕一, 菅 誠治

    第36回有機電子移動化学討論会  2012.6 

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    Event date: 2012.6.21 - 2012.6.22

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  • 電気化学的な反応点制御に基づく連続的カップリング反応によるテトラアレーン及び多アリール置換ブタジインの合成

    光藤耕一, 村上弘樹, 神本奈津代, 菅 誠治

    電気化学会第79回大会  2012.3 

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    Event date: 2012.3.29 - 2012.3.31

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  • レドックス応答型有機触媒を用いた反応制御法の開発

    高須賀悠貴, 大西由起, 岡村勇哉, 光藤耕一, 菅 誠治

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • RhCl3/アミン触媒系を用いた環化三量化反応によるHexakis(5-Bpin-2-furyl)benzene の合成及び鈴木-宮浦カップリングへの適用

    原田淳司, 光藤耕一, 菅誠治, 若宮淳志, 村田靖次郎

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • 電気化学的な反応点制御に基づく連続的カップリング反応によるテトラアレーンの合成

    村上弘樹, 光藤耕一, 菅 誠治

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • 窒素原子で架橋したジチエノピロール誘導体の合成と物性評価

    溝口淳, 光藤耕一, 菅 誠治

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • 窒素架橋トリチオフェン誘導体の合成と物性

    下原宗一, 光藤耕一, 菅 誠治

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • 電気化学的な反応点制御に基づく連続的カップリング反応によるビス(ジアリール)ブタジインの合成

    神本奈津代, 光藤耕一, 菅 誠治

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3.25 - 2012.3.28

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  • Integration of Electrochemical and Chemical Coupling Reactions Directed towards π-Conjugated Compounds Invited

    Koichi Mitsudo, Hiroki Murakami, Natsuyo Kamimoto, Seiji Suga

    The 10th International Symposium on Organic Reactions (ISOR2011)  2011.11 

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    Event date: 2011.11.21 - 2011.11.24

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  • Electro-reductive Intramolecular Cyclization of Aryl Halides Promoted by Fluorene Derivatives

    Koichi Mitsudo, Yumiko Nakagawa, Jun-ichi Mizukawa, Hideo Tanaka, Seiji Suga, Ryoichi Akaba

    62nd Annual Meeting of the International Society of Electrochemistry (ISE2011)  2011.9 

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    Event date: 2011.9.11 - 2011.9.16

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  • Electrochemically Controlled Pd-Catalyzed Coupling Reactions

    2011.9 

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    Event date: 2011.9.9 - 2011.9.11

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  • ピリジル基とエチレンジオキシ基を有するNHC配位子を用いた熊田-玉尾-Corriu カップリング

    光藤耕一, 土井佑太, 坂元俊介, 村上弘樹, 萬代大樹, 菅 誠治

    第58回有機金属化学討論会  2011.9 

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    Event date: 2011.9.7 - 2011.9.9

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  • Synthesis of Nitrogen-bridged Dithienopyrrole Derivatives

    Jun Mizoguchi, Koichi Mitsudo, Seiji Suga

    16th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS16)  2011.7 

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    Event date: 2011.7.24 - 2011.7.28

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  • Palladium-Catalyzed Sequential Coupling Reaction of Arylacetylenes

    16th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS16)  2011.7 

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    Event date: 2011.7.24 - 2011.7.28

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  • フルオレン誘導体を用いるハロアルケンの電解還元・ラジカル環化反応

    池田宗介, 光藤耕一, 黒星 学, 菅 誠治, 田中秀雄

    第35回有機電子移動化学討論会  2011.6 

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    Event date: 2011.6.23 - 2011.6.24

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  • 電解法によって発生させた有機ジカチオン種を触媒とするDiels-Alder 反応

    第35回有機電子移動化学討論会  2011.6 

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    Event date: 2011.6.23 - 2011.6.24

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  • 電解還元による重アセトニトリル中でのハロゲン化アリールのハロゲンー重水素交換反応

    岡田敬弘, 下原宗一, 光藤耕一, 菅 誠治

    第35回有機電子移動化学討論会  2011.6 

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    Event date: 2011.6.23 - 2011.6.24

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  • ヘキサフリルベンゼン誘導体の合成と物性

    原田淳司, 光藤耕一, 菅 誠治

    第35回有機電子移動化学討論会  2011.6 

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    Event date: 2011.6.23 - 2011.6.24

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  • レドックス応答型触媒を用いた向山アルドール反応の制御

    高須賀悠貴, 川上真以, 光藤耕一, 菅 誠治

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3.26 - 2011.3.29

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  • ピペリジン由来の環状N-アシルイミニウムイオンに対する炭素求核剤の立体選択的付加反応

    山下圧広, 市橋和樹, 光藤耕一, 菅 誠治

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3.26 - 2011.3.29

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  • 6位に置換基を有するピペリジン由来の環状N-アシルイミニウムイオンの立体配座と反応挙動

    市橋和樹, 山下圧広, 光藤耕一, 菅 誠治

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3.26 - 2011.3.29

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  • 電解還元による重アセトニトリル中でのハロゲン化アリールのハロゲン―重水素交換反応

    岡田敬弘, 下原宗一, 光藤耕一, 菅 誠治

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3.26 - 2011.3.29

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  • Mukaiyama Aldol reaction catalyzed by electrochemically generated carbocations

    Seiji Suga, Koichi Mitsudo, Mai Kawakami, Yuki Takasuka

    Pacifichem2010  2010.12 

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    Event date: 2010.12.15 - 2010.12.20

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  • Pd-catalyzed electro-oxidative coupling of arylboronic acids with terminal alkynes

    Koichi Mitsudo, Takuya Shiraga, Jun-ichi Mizukawa, Hideo Tanaka, Seiji Suga

    Pacifichem2010  2010.12 

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    Event date: 2010.12.15 - 2010.12.20

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  • Scope and Mechanistic Study of Electroreductive Intramolecular Cyclization of Haloaryl Ethers

    The Sixth International Symposium on Integrated Synthesis (ISIS-6)  2010.10 

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    Event date: 2010.10.23 - 2010.10.24

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  • カチオン性pincer型Ni触媒によるアザMichael付加反応

    山口貴史, 光藤耕一, 田中秀雄, 菅 誠治

    第57回有機金属化学討論会  2010.9 

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    Event date: 2010.9.16 - 2010.9.18

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  • Pd 触媒を用いたアルキンとアリールボロン酸のクロスカップリング反応

    光藤耕一, 白神卓也, 水川純一, 田中秀雄, 菅 誠治

    第57回有機金属化学討論会  2010.9 

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    Event date: 2010.9.16 - 2010.9.18

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  • 電気化学的に発生させた活性パラジウム種を触媒とするカップリング反応の開発 Invited

    光藤耕一

    第26回若手化学者のための化学道場  2010.9 

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    Event date: 2010.9.6 - 2010.9.7

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  • 電気化学的に発生させた有機ジカチオン種を触媒とする向山アルドール反応

    高須賀悠貴, 川上真以, 光藤耕一, 菅 誠治

    第34 回有機電子移動化学討論会  2010.6 

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    Event date: 2010.6.25 - 2010.6.26

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  • フルオレン誘導体を用いるハロアルケンの電解還元・ラジカル環化反応

    池田宗介, 水川純一, 光藤耕一, 黒星 学, 菅 誠治, 田中秀雄

    第34回有機電子移動化学討論会  2010.6 

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    Event date: 2010.6.25 - 2010.6.26

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  • Pd/TEMPO-Catalyzed Electrooxidative Coupling of Arylboronic Acids and Terminal Alkynes

    Koichi Mitsudo, Takuya Shiraga, Jun-ichi Mizukawa, Hideo Tanaka

    217th ECS Meeting  2010.4 

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    Event date: 2010.4.25 - 2010.4.30

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  • Scope and Mechanistic Study of Electroreductive Intramolecular Cyclization of Haloaryl Ethers

    Koichi Mitsudo, Yumi Nakagawa, Jun-ichi Mizukawa, Seiji Suga, Ryoichi Akaba, Hideo Tanaka

    217th ECS Meeting  2010.4 

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    Event date: 2010.4.25 - 2010.4.30

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  • PEG-Pdリサイクル反応場を用いた電解酸化反応

    藤田智也, 福永悟史, 光藤耕一, 田中秀雄

    電気化学会第77回大会  2010.3 

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    Event date: 2010.3.29 - 2010.3.31

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  • フルオレン誘導体を用いたラジカル環化反応

    水川純一, 中川裕美子, 光藤耕一, 田中秀雄

    電気化学会第77回大会  2010.3 

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    Event date: 2010.3.29 - 2010.3.31

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  • フルオレン-2,7-ジボロン酸の電解重合を利用したポリフルオレンの合成

    芝 拓也, 吐 松, 光藤耕一, 黒星 学, 末松俊造, 堀井大輔, 玉光賢次, 田中秀雄

    電気化学会第77回大会  2010.3 

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    Event date: 2010.3.29 - 2010.3.31

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  • RhCl3/アミン触媒系でのアルキン環化三量化反応による多フリル置換ベンゼン誘導体の合成と電気化学的特性

    西岡知恵, 森本伊知郎, 吉田健太, 光藤耕一, 田中秀雄

    第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • カチオン性pincer型Ni触媒を用いたアザマイケル付加反応

    山口貴史, 井村龍彦, 光藤耕一, 田中秀雄

    第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • 電解法により発生させた有機ジカチオン触媒による向山アルドール反応

    川上真以, 高須賀悠貴, 光藤耕一, 菅 誠治

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • PEG/有機二相系でPd-触媒をリサイクルする電解Wacker 型反応

    福永悟史, 藤田智也, 光藤耕一, 田中秀雄

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • 電解酸化によるカチオン性Pd種の合成及びPd/TEMPOダブルメディエータを用いた分子変換反応への応用

    光藤耕一, 賀出貴史, 白神卓也, 田中秀雄

    第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • インダイレクトカチオンプール法を用いた多置換ピペリジン誘導体の立体選択的合成法

    山下圧広, 光藤耕一, 菅 誠治, 上岡耕司, 吉田潤一

    第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • Pd 触媒を用いたアリールボロン酸と末端アルキンの電気化学的クロスカップリング反応

    白神卓也, 水川純一, 光藤耕一, 田中秀雄

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3.26 - 2010.3.29

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  • Electroreductive Intramolecular Cyclization of Haloaryl Ethers through Aryl Radicals

    Koichi Mitsudo, Yumiko Nakagawa, Hideo Tanaka

    216th ECS Meeting  2009.10 

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    Event date: 2009.10.4 - 2009.10.9

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  • Pd/Tempo-Catalyzed Electrooxidative Synthesis of Biaryls from Arylboronic Acids or Esters

    Koichi Mitsudo, Takuya Shiraga, Daisuke Kagen, Deqing Shi, James Y. Becker, Hideo Tanaka

    216th ECS Meeting  2009.10 

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    Event date: 2009.10.4 - 2009.10.9

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  • パラジウム触媒を用いたアリールボロン酸及びアリールボロン酸エステルの電気化学的ホモカップリング反応

    光藤耕一, 白神卓也, 家現大輔, 田中秀雄

    第56回有機金属化学討論会  2009.9 

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    Event date: 2009.9.9 - 2009.9.11

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  • カチオン性Pincer型Ni触媒の電気化学的合成法の開発とMichael 付加反応への応用

    山口貴史, 井村龍彦, 光藤耕一, 田中秀雄

    第33回有機電子移動化学討論会  2009.6 

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    Event date: 2009.6.25 - 2009.6.26

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  • Electrooxidative Desulfurization/Chlorination. A Facile Synthesis of 4-Chloro-2-azetidinones, A Potent Intermediate for Carbapenems

    Manabu Kuroboshi, Masayoshi Miyada, Shinichi Tateyama, Koichi Mitsudo, Hideo Tanaka

    215th ECS Meeting  2009.5 

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    Event date: 2009.5.24 - 2009.5.29

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  • Electroreductive Intramolecular Cyclization of Aryl Halides Using Fluorene Mediators

    Koichi Mitsudo, Yumiko Nakagawa, Manabu Kuroboshi, Hideo Tanaka

    215th ECS Meeting  2009.5 

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    Event date: 2009.5.24 - 2009.5.29

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  • Pd/TEMPO 複合メディエータ系を用いたアリールボロン酸及びアリールボロン酸エステルの電解ホモカップリング反応

    白神卓也, 家現大輔, 光藤耕一, 田中秀雄

    電気化学会第76会大会  2009.3 

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    Event date: 2009.3.29 - 2009.3.31

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  • 不均一系Pd触媒を用いた電解Wacker型酸化反応

    福永悟史, 光藤耕一, 田中秀雄

    電気化学会第76会大会  2009.3 

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    Event date: 2009.3.29 - 2009.3.31

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  • Pd/TEMPO複合メディーエータ系を用いたアリールボロン酸及びアリールボロン酸エステルの電解ホモカップリング反応

    家現大輔, 白神卓也, 光藤耕一, 田中秀雄

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3.27 - 2009.3.30

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  • 電解還元系におけるフルオレン誘導体を用いる一電子還元分子内環化反応

    中川裕美子, 光藤耕一, 田中秀雄

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3.27 - 2009.3.30

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  • カチオン性pincer 型Ni触媒の電気化学的合成法の開発とMichael付加反応への応用

    山口貴史, 井村龍彦, 光藤耕一, 田中秀雄

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3.27 - 2009.3.30

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  • RhCl3/アミン触媒系を用いた多チエニル置換ベンゼン誘導体の合成

    森本伊知郎, 吉田健太, 光藤耕一, 田中秀雄

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3.27 - 2009.3.30

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  • Electrooxidative homo-coupling of arylboronic acids catalyzed by electrogenerated cationic palladium catalysts

    Koichi Mitsudo, Takuya Shiraga, Hideo Tanaka

    The 9th International Symposium on Organic Reactions (ISOR2008)  2008.11 

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    Event date: 2008.11.20 - 2008.11.23

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  • Electrochemical Generation of Cationic Pd Catalysts and Application to Pd/TEMPO Double-Mediatory Electrooxidative Wacker-type Reactions

    Koichi Mitsudo, Takashi Kaide, Eriko Nakamoto, Kenta Yoshida, Hideo Tanaka

    The 9th International Symposium on Organic Reactions (ISOR2008)  2008.11 

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    Event date: 2008.11.20 - 2008.11.23

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  • Synthesis of Thiophene-fused 1,2-Oxaborines via Iodide-Catalyzed Demethylation and Intramolecular C–H Borylation

    Keisuke Shigemori, Koichi Mitsudo, Seiji Suga

    The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC14)  2008.11 

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    Event date: 2008.11.12 - 2008.11.16

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  • Synthesis and Properties of Dithieno-fused 1,4-Azaborines

    Koichi Mitsudo, Keisuke Shigemori, Seiji Suga

    The Fourteenth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC14)  2008.11 

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    Event date: 2008.11.12 - 2008.11.16

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  • Facile Synthetic Procedure for and Electrochemical Properties of Hexa(2-thienyl)benzenes Directed towards Electroactive Materials

    Koichi Mitsudo, Takuya Shiraga, Hideo Tanaka

    214th ECS Meeting  2008.10 

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    Event date: 2008.10.12 - 2008.10.17

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  • Electrooxidative Homo-coupling of Arylboronic Acids Catalyzed by Electrogenerated Cationic Palladium Catalysts

    Koichi Mitsudo, Takuya Shiraga, Hideo Tanaka

    214th ECS Meeting  2008.10 

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    Event date: 2008.10.12 - 2008.10.17

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  • ヘキサ(2-チエニル)ベンゼン誘導体の簡便な合成法とその電気化学的性質

    光藤 耕一, 森本伊知郎, 吉田健太, 田中秀雄

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9.28 - 2008.9.30

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  • カチオン性ピンサー型ニッケル触媒の合成と溝呂木-Heck反応及びMichael 付加への応用

    光藤耕一, 井村龍彦, 田中秀雄

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9.28 - 2008.9.30

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  • 電解活性パラジウム触媒を用いたアリールボロン酸の電解二量化反応

    白神卓也, 光藤耕一, 田中秀雄

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9.28 - 2008.9.30

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  • RhCl3/i-Pr2NEt-Catalyzed Cyclotrimerization of Internal Alkynes

    Koichi Mitsudo, Kenta Yoshida, Ichiro Morimoto, Hideo Tanaka

    The 23rd International Conference on Organometallic Chemistry (ICOMC2008)  2008.7 

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    Event date: 2008.7.13 - 2008.7.18

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  • Electrochemical Generation of Cationic Pd Catalysts and Application to Electrooxidative Wacker-type Reactions Invited

    Koichi Mitsudo, Takashi Kaide, Eriko Nakamoto, Hideo Tanaka

    The 23rd International Conference on Organometallic Chemistry (ICOMC2008)  2008.7 

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    Event date: 2008.7.13 - 2008.7.18

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  • 電解活性化されたPd触媒を用いた分子間および分子内Wacker型反応

    光藤耕一, 賀出貴史, 石井 徹, 田中秀雄

    第32回有機電子移動化学討論会  2008.6 

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    Event date: 2008.6.26 - 2008.6.27

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  • Pd/TEMPO複合メディエータ系を用いたアリールボロン酸のホモカップリング反応

    白神卓也, 光藤耕一, 田中秀雄

    第32回有機電子移動化学討論会  2008.6 

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    Event date: 2008.6.26 - 2008.6.27

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  • Pd/TEMPO Double-Mediatory Electrooxidative Wacker-Type Cyclization

    Koichi Mitsudo, Toru Ishii, Hideo Tanaka

    213th ECS Meeting  2008.5 

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    Event date: 2008.5.18 - 2008.5.22

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  • 多様性を指向した環境調和型電解反応の開発 Invited

    光藤耕一

    電気化学会第75回大会  2008.3 

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    Event date: 2008.3.29 - 2008.3.31

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  • フルオレンを基本骨格とする新規レドックス活性化合物の開発

    中川裕美子, 片桐史章, 光藤耕一, 田中秀雄

    電気化学会第75回大会  2008.3 

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    Event date: 2008.3.29 - 2008.3.31

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  • Pd/TEMPO 複合メディエータ系を用いる電解Wacker型環化反応

    石井徹, 光藤耕一, 田中秀雄

    日本化学会第88春季年会  2008.3 

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    Event date: 2008.3.27 - 2008.3.30

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  • RhCl3/アミン触媒を用いる不飽和結合種の付加環化反応

    吉田健太, 森本伊知郎, 光藤耕一, 田中秀雄

    日本化学会第88春季年会  2008.3 

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    Event date: 2008.3.27 - 2008.3.30

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  • RhCl3/アミン触媒系を用いた環化三量化反応によるヘキサチエニルベンゼン誘導体の合成

    森本伊知郎, 吉田健太, 光藤耕一, 田中秀雄

    日本化学会第88春季年会  2008.3 

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    Event date: 2008.3.27 - 2008.3.30

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  • 新規pincer型Ni錯体のCV 挙動と触媒反応への応用

    井村龍彦, 光藤耕一, 田中秀雄

    日本化学会第88春季年会  2008.3 

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    Event date: 2008.3.27 - 2008.3.30

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  • 新規pincer 型Ni 錯体の合成と電気化学的性質

    井村龍彦, 光藤耕一, 田中秀雄

    2007 年日本化学会西日本大会  2007.11 

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    Event date: 2007.11.10 - 2007.11.11

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  • Kolbe 電解反応によるカチオン性パラジウム錯体の合成

    光藤耕一, 賀出貴史, 中本絵里子, 吉田健太, 田中秀雄

    第54回有機金属討論会  2007.10 

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    Event date: 2007.10.27 - 2007.10.28

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  • Integration of Electrooxidative Pd Catalyst Generation and Pd/TEMPO Double-Mediatory Electrooxidative Wacker-type Reactions

    Koichi Mitsudo, Takashi Kaide, Eriko Nakamoto, Tooru Ishii, Takuya Shiragami, Satoshi Fukunaga, Hideo Tanaka

    The Fourth International Symposium on Integrated Synthesis (ISIS-4)  2007.9 

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    Event date: 2007.9.23 - 2007.9.24

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  • Electrochemical Generation of Cationic Pd Catalysts and Application to Electrooxidative Wacker-Type Reactions

    Koichi Mitsudo, Takashi Kaide, Eriko Nakamoto, Kenta Yoshida, Hideo Tanaka

    14th IUPAC Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS14)  2007.8 

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    Event date: 2007.8.2 - 2007.8.6

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  • 9,9-二置換フルオレン誘導体の合成およびその電気的性質

    光藤耕一, 中川裕美子, 片桐史章, 張 彦英, 末松俊造, 玉光賢次, 田中秀雄

    第31回有機電子移動化学討論会  2007.6 

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    Event date: 2007.6.14 - 2007.6.15

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  • カチオン性Pd 錯体の電気化学的合成法の開発と電解Wacker 型反応への応用

    光藤耕一, 賀出貴史, 中本絵里子, 田中秀雄

    第31回有機電子移動化学討論会  2007.6 

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    Event date: 2007.6.14 - 2007.6.15

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  • Electrochemical Generation of Cationic Pd Catalysts and Application to Pd/TEMPO Double-Mediatory Electrooxidative Wacker-type Reaction

    Koichi Mitsudo, Takashi Kaide, Hideo Tanaka

    211th ECS Meeting  2007.3 

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    Event date: 2007.3.29 - 2007.3.31

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  • 2-デオキシチオグリコシドの電解による2’-デオキシヌクレオシドの合成

    光藤耕一, 三宅志典, 田中秀雄

    電気化学会第74回大会  2007.3 

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    Event date: 2007.3.29 - 2007.3.31

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  • カチオン性パラジウム錯体の電気化学的合成法の開発と電解Wacker型反応への応用

    光藤耕一, 賀出貴史, 田中秀雄

    電気化学会第74回大会  2007.3 

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    Event date: 2007.3.29 - 2007.3.31

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  • インジゴを基本骨格とするレドックス活性高分子の合成とその電気化学的性質

    光藤耕一, 森元桂子, 末松俊造, 玉光賢次, 内秀則, 田中秀雄

    日本化学会第87春季年会  2007.3 

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    Event date: 2007.3.25 - 2007.3.28

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  • RhCl3/アミン触媒を用いた内部アルキンの高効率・高位置選択的三量化反応

    光藤耕一, 吉田健太, 森本伊知郎, 田中秀雄

    日本化学会第87春季年会  2007.3 

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    Event date: 2007.3.25 - 2007.3.28

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  • スルホン酸を有するTEMPOを含む水系でのアルコールの電解酸化

    光藤耕一, 熊谷裕記, 田中秀雄

    日本化学会第87春季年会  2007.3 

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    Event date: 2007.3.25 - 2007.3.28

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  • 電解酸化によるカチオン性Pd錯体の合成及び電解Wacker型反応への応用

    光藤耕一, 賀出貴史, 中本絵里子, 田中秀雄

    日本化学会第87春季年会  2007.3 

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    Event date: 2007.3.25 - 2007.3.28

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  • Anionic WS-TEMPO Mediated Electrooxidation of Alcohols in Halide Ion-Free Aqueous Medium; Access to a Totally Closed System Invited

    Koichi Mitsudo, Hiroki Kumagai, Hideo Tanaka

    2007.1 

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    Event date: 2007.1.7 - 2007.1.10

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  • Construction of N-Oxyl/Pd Double Mediatory System and Application to Electrooxidative Wacker-type Reaction

    Koichi Mitsudo, Takashi Kaide, Hideo Tanaka

    2nd International Symposium on Organic Electron Transfer Chemistry (ISOETC2007)  2007.1 

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    Event date: 2007.1.7 - 2007.1.10

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  • 塩化ロジウム/アミン触媒を用いる内部アルキンの三量化反応

    吉田健太, 光藤耕一, 田中秀雄

    第53回有機金属討論会  2006.9 

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    Event date: 2006.9.8 - 2006.9.9

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  • N-Oxyl/Pd複合メディエーターを用いる電解Wacker型反応

    光藤耕一, 賀出貴史, 田中秀雄

    第30回有機電子移動化学討論会  2006.6 

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    Event date: 2006.6.22 - 2006.6.23

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  • 陰イオン性WS-TEMPOをメディエーターとするアルコールの水系電解酸化

    光藤耕一, 熊谷裕記, 田中秀雄

    第30回有機電子移動化学討論会  2006.6 

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    Event date: 2006.6.22 - 2006.6.23

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  • Synthesis of 2´,3´-Dideoxynucleosides: N-Glycosylation of 2,3-Dideoxy-1-thioglycosides through C–S Bond Cleavage.

    Koichi Mitsudo, Akiyoshi Muta, Seiji Miyahara, Takashi Kawaguchi, Wataru Matsuda, Manabu Kuroboshi, Hideo Tanaka

    The 8th International Symposium on Organic Reactions (ISOR2006)  2006.4 

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    Event date: 2006.4.23 - 2006.4.26

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  • 1-チオ-2,3-ジデオキシ糖を用いた2',3'-ジデオキシヌクレオシドの合成.酸化的C-S 結合開裂によるグリコシル化の立体化学

    松田 渉, 光藤耕一, 宮原成司, 田中秀雄

    日本化学会第86春季年会  2006.3 

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    Event date: 2006.3.27 - 2006.3.30

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  • 9,9-ジアルキルフルオレン誘導体の合成および電気化学的性

    光藤耕一, 片桐史章, 末松俊造, 玉光賢次, 田中秀雄

    日本化学会第86春季年会  2006.3 

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    Event date: 2006.3.27 - 2006.3.30

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  • 両親媒性TEMPO をメディエータとするアルコールの水系電解酸化

    青木隆之, 久保田 潤, 黒星 学, 光藤耕一, 田中秀雄

    日本化学会第86春季年会  2006.3 

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    Event date: 2006.3.27 - 2006.3.30

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  • Electro-oxidative C–S Bond Fission of 2,3-Dideoxythioglycosides. Synthesis of 2’,3’-Dideoxynucleosides.

    Koichi Mitsudo, Takashi Kawaguchi, Wataru Matsuda, Hideo Tanaka

    207th ECS Meeting  2005.5 

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    Event date: 2005.5.15 - 2005.5.20

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  • 電解グリコシル化.2’,3’-ジデオキシヌクレオチド誘導体の合成

    川口貴史, 光藤耕一, 田中秀雄

    日本化学会第85春季年会  2005.3 

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    Event date: 2005.3.26 - 2005.3.29

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  • 水溶性 N-オキシルを用いるアルコールの水中電解酸化反応

    久保田潤, 清水祐介, 高畠芙美子, 光藤耕一, 田中秀雄

    日本化学会第85春季年会  2005.3 

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    Event date: 2005.3.26 - 2005.3.29

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  • ペニシリン誘導体の電解酸化.4-置換アゼチジノン誘導体の合成

    田中秀雄, 石飛好規, 目崎桂子, 光藤耕一

    日本化学会第85春季年会  2005.3 

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    Event date: 2005.3.26 - 2005.3.29

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  • 2’,3’-ジデオキシヌクレオチド誘導体の合成.グリコシル化における立体化学

    光藤耕一, 松田 渉, 田中秀雄

    日本化学会第85春季年会  2005.3 

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    Event date: 2005.3.26 - 2005.3.29

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  • Pd-TDAE レドックス系におけるノルボルネン誘導体とハロゲン化アリールとの3分子連結反応

    黒星 学, 安達規生, 光藤耕一, 田中秀雄

    日本化学会第85春季年会  2005.3 

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    Event date: 2005.3.26 - 2005.3.29

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  • A Prominent Access to Electrooxidation of Alcohols in Water

    Hideo Tanaka, Jun Kubota, Yusuke Shimizu, Fumiko Takabatake, Manabu Kuroboshi, Koichi Mitsudo

    International Symposium on Organic Electron Transfer Chemistry(ISOETC-2005)  2005.3 

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    Event date: 2005.3.19 - 2005.3.22

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  • Electrooxidative C-S Bond Fission. A New Access to 4-Substituted Azetidinones

    Hideo Tanaka, Yoshinori Ishitobi, Keiko Mesaki, Koichi Mitsudo, Manabu Kuroboshi

    International Symposium on Organic Electron Transfer Chemistry(ISOETC-2005)  2005.3 

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    Event date: 2005.3.19 - 2005.3.22

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  • Carbon-Carbon Bond-Making Reactions in Transition Metal Catalysts/TDAE Systems

    Manabu Kuroboshi, Norio Adachi, Ryouta Motoki, Tetsuyuki Yamakawa, Koichi Mitsudo, Hideo Tanaka

    International Symposium on Organic Electron Transfer Chemistry(ISOETC-2005)  2005.3 

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    Event date: 2005.3.19 - 2005.3.22

    Language:English   Presentation type:Poster presentation  

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  • 2-ピリジルジメチルシリル基を配位性制御基として用いた触媒的分子間Pauson-Khand型反応

    伊丹健一郎, 光藤耕一, 吉田潤一

    日本化学会第83春季年会  2003.3 

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    Event date: 2003.3.18 - 2003.3.21

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 連続的Mizoroki–Heck 反応/Hiyama 型カップリングによる多置換オレフィン類のDiversity-Oriented合成

    伊丹健一郎, 野上敏材, 大橋洋一, 石村陽二, 光藤耕一, 亀井稔之, 吉田潤一

    日本化学会第83春季年会  2003.3 

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    Event date: 2003.3.18 - 2003.3.21

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 着脱可能なdirecting groupを用いた触媒的分子間Pauson-Khand反応

    伊丹健一郎, 光藤耕一, 吉田潤一

    第49回有機金属化学討論会  2002.9 

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    Event date: 2002.9.12 - 2002.9.13

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • ルテニウム触媒によるアルケニル(2-ピリジル)シランとアルキンと一酸化炭素との分子間[2+2+1]環化付加反応

    伊丹健一郎, 光藤耕一, 吉田潤一

    日本化学会第81春季年会  2002.3 

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    Event date: 2002.3.26 - 2002.3.29

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 配位及び電子的効果に基づく触媒的ヒドロシリル化反応の加速と減速

    伊丹健一郎, 光藤耕一, 西埜 明, 吉田潤一

    日本化学会第81春季年会  2002.3 

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    Event date: 2002.3.26 - 2002.3.29

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 配位隣接効果に基づくビニルピリジルシランへの分子間カルボマグネゼーション

    伊丹健一郎, 光藤耕一, 吉田潤一

    日本化学会第79春季年会  2001.3 

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    Event date: 2001.3.28 - 2001.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • ビニルピリジルシランへの触媒的カルボパラデーション(1)ピリジルシリル基の分子内配位効果

    伊丹健一郎, 光藤耕一, 亀井稔之, 小池徹, 野上敏材, 吉田潤一

    日本化学会第79春季年会  2001.3 

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    Event date: 2001.3.28 - 2001.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • ビニルピリジルシランへの触媒的カルボパラデーション(2)ピリジルシリル基のフェイズタグとしての利用

    伊丹健一郎, 亀井稔之, 光藤耕一, 小池徹, 野上敏材, 吉田潤一

    日本化学会第79春季年会  2001.3 

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    Event date: 2001.3.28 - 2001.3.31

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  • 1級アルキルGrignard試薬のビニルシランへの付加:ピリジル基の分子内配位効果と立体選択的3成分カップリング反応

    伊丹健一郎, 光藤耕一, 吉田潤一

    日本化学会第78春季年会  2000.3 

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    Event date: 2000.3.28 - 2000.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 液相合成における新規多機能性Phase Tagの開発(2)炭素―ケイ素結合の酸化的切断におけるピリジル基の効果

    伊丹健一郎, 光藤耕一, 吉田潤一

    日本化学会第76春季年会  1999.3 

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    Event date: 1999.3.28 - 1999.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 液相合成における新規多機能性Phase Tagの開発(1)2-ピリジルシリル基の導入と酸・塩基抽出

    吉田潤一, 伊丹健一郎, 光藤耕一, 菅 誠治

    日本化学会第76春季年会  1999.3 

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    Event date: 1999.3.28 - 1999.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • 光学活性アミノ基をもつ(アミノ)フルオロシランの光学分割とエピマー化

    河内 敦, 前田博文, 光藤耕一, 玉尾皓平

    日本化学会第76春季年会  1999.3 

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    Event date: 1999.3.28 - 1999.3.31

    Language:Japanese   Presentation type:Oral presentation (general)  

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  • ハロゲンメディエータを用いた有機電解反応による複素環化合物の合成 Invited

    光藤耕一

    2023ハロゲン利用ミニシンポジウム(第15回臭素化学懇話会年会 in 高知)  2023.12.1 

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    Language:Japanese   Presentation type:Oral presentation (invited, special)  

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  • 有機金属化学と有機電気化学を両輪とする拡張π電子系分子の合成 Invited

    光藤耕一

    有機合成化学協会九州山口支部平成30年度第2回有機合成化学講演会  2018.11.15 

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    Language:Japanese   Presentation type:Oral presentation (invited, special)  

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  • Synthesis of Butadiynes by Electro-oxidative Coupling Reactions

    Ren Matsuo, Natsuyo Kamimoto, Koichi Mitsudo, Seiji Suga

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Facile Syntheses of Heterothienoacenes and Their Properties

    Koichi Mitsudo

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Dehydrative or Dehydrogenative Cyclization Leading to Benzothienofurans

    Yoshiaki Kobashi, Tomohiro Inada, Yuji Kurimoto, Koichi Mitsudo, Seiji Suga

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Fe/Cu-Cocatalyzed Etherification for the Synthesis of 3-Benzo[b]thienyl Ethers and Their Transformation to Benzothienofurans

    Takuya Asada, Tomohiro Inada, Koichi Mitsudo, Seiji Suga

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Pd-Catalyzed Cyclization for the Synthesis of Dithienofuran Derivatives

    Yumi Hosogi, Koichi Mitsudo, Seiji Suga

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives

    Yuji Kurimoto, Koichi Mitsudo, Seiji Suga

    International Symposium on JST ACT-C Project  2017.7.28 

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  • Facile Access to π-Extended Thienofurans via Zeolite-Promoted Dehydrative Cyclization and Their Electrochemical Properties

    Tomohiro Inada, Tatsuma Shiotsu, Nariaki Nakamura, Koichi Mitsudo, Seiji Suga

    The 6th German-Japanese Symposium on Electrosynthesis (GJSE-6)  2016.4.24 

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  • 窒素原子で架橋したジチエノピロール誘導体の合成と物性評価

    溝口 淳, 光藤耕一, 菅 誠治

    2012ハロゲン利用ミニシンポジウム(第5回臭素化学懇話会年会)  2012.11.30 

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  • ヘキサフリルベンゼ誘導体の合成と物性

    原田淳司, 光藤耕一, 菅 誠治, 若宮淳志, 村田靖次郎

    2012ハロゲン利用ミニシンポジウム(第5回臭素化学懇話会年会)  2012.11.30 

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  • 電気化学的な反応点制御に基づく連続カップリングよるビス(ジアリージアリール)ブタジインの合成

    神本奈津代, 光藤耕一, 菅 誠治

    2012ハロゲン利用ミニシンポジウム(第5回臭素化学懇話会年会)  2012.11.30 

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  • 電気化学的な触媒活性化プロセスをくみこんだ触媒反応の開発 Invited

    光藤耕一

    平成22年度第1回「有機金属若手研究者の会」  2010.9.15 

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Industrial property rights

  • 縮合複素環化合物およびその重合体

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    Application no:特願2013-521609  Date applied:2012.6.20

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  • 架橋性ジチエノピロール化合物およびその重合体

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    Application no:特願2012-049807  Date applied:2012.3.6

    Announcement no:特開2013-028585  Date announced:2013.2.7

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  • フルオレン誘導体及びその製造方法

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    Application no:特願2011-253359  Date applied:2011.11.18

    Announcement no:特開2013-107845  Date announced:2013.6.6

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  • 電極活物質及びそれを用いた電気化学素子

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    Application no:特願2006-265831  Date applied:2006.9.28

    Announcement no:特開2008-084786  Date announced:2008.4.10

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  • ベンゼン化合物の製造方法

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    Application no:特願2006-226098  Date applied:2006.8.23

    Announcement no:特開2008-050281  Date announced:2008.3.6

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  • 4-置換アゼチジノン誘導体の製造法

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    Application no:特願2005-063765  Date applied:2005.3.8

    Announcement no:特開2006-249454  Date announced:2006.9.21

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  • PCBを含む廃油の無害化処理法

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    Application no:特願2005-037589  Date applied:2005.2.15

    Announcement no:特開2006-223345  Date announced:2006.8.31

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  • シアノ基を有する芳香族化合物の製造方法

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    Application no:特願2018-193702 

    Announcement no:特開2020-059687  Date announced:2020.4.16

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Awards

  • 令和4年度岡山大学工学部ベストティーチャー賞

    2022.3   岡山大学 工学部  

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  • 令和3年度内山勇三科学技術賞

    2021.5   岡山工学振興会  

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  • 令和3年度岡山大学工学部ベストティーチャー賞

    2021.3   岡山大学 工学部  

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  • 第57回(令和元年度)学術研究助成特別学術奨励賞

    2020.5   山陽放送学術文化財団  

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  • 平成28年度岡山大学工学部ベストティーチャー賞

    2017.3   岡山大学 工学部  

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  • 岡山工学振興会科学技術賞

    2017  

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    Country:Japan

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  • 平成26年度岡山大学工学部ベストティーチャー賞

    2015.3   岡山大学 工学部  

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  • 有機合成化学協会研究企画賞

    2011  

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    Country:Japan

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  • 日本化学会 第90春季年会 優秀講演賞(学術)

    2010  

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    Country:Japan

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  • 岡山工学振興会 科学技術賞

    2010  

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    Country:Japan

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  • 第四回有機電気化学奨励賞

    2008  

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    Country:Japan

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Research Projects

  • Challenge to Synthesis of Propeller-Shaped Heteroacenes and Elucidation of Their Physical Properties

    Grant number:23K17917  2023.06 - 2025.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Challenging Research (Exploratory)

    光藤 耕一

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    Grant amount:\6500000 ( Direct expense: \5000000 、 Indirect expense:\1500000 )

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  • ラジカルカチオンの特性を活用した拡張パイ系トリアリールアミン近赤外吸収材料

    Grant number:23K04711  2023.04 - 2026.03

    日本学術振興会  科学研究費助成事業  基盤研究(C)

    矢野 将文, 柏木 行康, 光藤 耕一

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    Grant amount:\4810000 ( Direct expense: \3700000 、 Indirect expense:\1110000 )

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  • Synthesis of Functional Molecules by Electrochemical Carbon-Heteroatom Bond Formations

    Grant number:22H02122  2022.04 - 2025.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    光藤 耕一

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    Grant amount:\17680000 ( Direct expense: \13600000 、 Indirect expense:\4080000 )

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  • Efficient Synthesis of Heterothienoacenes via Heteroatom-Bridged Precursors and Their Properties

    Grant number:19K05477  2019.04 - 2022.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)  Grant-in-Aid for Scientific Research (C)

    Mitsudo Koichi

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    Grant amount:\4290000 ( Direct expense: \3300000 、 Indirect expense:\990000 )

    We have developed an efficient method for synthesizing heteroacenes which are useful as functional molecules via the construction of cross-linked structures and subsequent C-H functionalizations. For example, we succeeded in synthesizing heterothienoacenes by efficient synthesis of sulfur-bridged precursors and their ring fusion.
    We also succeeded in the efficient synthesis of fluorenol derivatives by cyclization of carbon-bridged precursors. Fluorenol derivatives with fused heterocycles, which are difficult to synthesize by conventional methods, can also be synthesized. The resulting fluorenol derivatives can be easily converted to fluvenes, which are important in the field of materials chemistry.
    We have also succeeded in developing reaction systems that efficiently construct carbon-sulfur and carbon-oxygen bonds, and have achieved efficient synthesis of heteroacenes by applying these systems.

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  • Development of Selective Coupling Reactions Using Electrochemically Generated Oeganometallics

    Grant number:16K05695  2016.04 - 2019.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)  Grant-in-Aid for Scientific Research (C)

    Mitsudo Koichi

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    Grant amount:\4940000 ( Direct expense: \3800000 、 Indirect expense:\1140000 )

    We have developed an electrochemical cross-coupling reaction between alkynylboronic acids and terminal alkynes for the synthesis of diynes. The next challenges are the improvement of the material balance and the improvement of the yields.
    During the course of the study, we successfully developed an intramolecular electrochemical cross-coupling reactions via S-H / C-H bond cleavage. The addition of tetrabutylammonium bromide dramatically changed the reaction selectivity, and the target reaction proceeded efficiently.
    The transformation, which can be realized by the electrochemical technique, is difficult by conventional chemical methods. The scope of the reaction is wide enough to obtain a variety of derivatives in high yields.

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  • Efficient Synthesis of Heteroatom-Bridged Olighithiophenes

    Grant number:25410042  2013.04 - 2016.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)  Grant-in-Aid for Scientific Research (C)

    Mitsudo Koichi

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    Grant amount:\5200000 ( Direct expense: \4000000 、 Indirect expense:\1200000 )

    Thiophene, a five-membered π-conjugated ring including a sulfur, has been on focus because it is a stable molecule and can be modified easily. Therefore, several thiophene derivatives which exhibited interesting properties, such as semi-conductivity, have been reported.
    In this project, we objected to develop efficient methods to construct heteroatom-bridged oligothiophenes. As the platforms for such molecules, we first synthesized multi-brominated bithiophenes and terthiophenes, and we developed efficient methods to synthesize heteroatom-bidged oligothiophenes from these platforms.

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  • 電気的スイッチによる反応点制御を用いた拡張π電子系分子の集積的合成法の開発

    Grant number:24106730  2012.04 - 2014.03

    日本学術振興会  科学研究費助成事業 新学術領域研究(研究領域提案型)  新学術領域研究(研究領域提案型)

    光藤 耕一

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    Grant amount:\6890000 ( Direct expense: \5300000 、 Indirect expense:\1590000 )

    本研究では複数の反応点を有するπユニットを連結する際に、電気のオン・オフのスイッチングをファクターとして逐次的に反応点を切り換えることにより、反応を集積化し(時間的集積化)、複数のπユニットを任意に連続的に連結した拡張π電子系分子を構築することを目的とする。昨年度までに、複数の反応点を有する基質の反応点を電気のオン・オフによって切り換える手法を確立し、π拡張ジイン、π拡張アルキン、テトラアレーンの合成を確立すると共に、得られた両末端にジメチルアミノ基を有するビス(ビアリール)ブタジエンが全く対称な非極性分子であるにもかかわらず蛍光ソルバトクロミズムを示すことを明らかとした。平成25年度は基質一般性の拡張をめざし、特にジイン合成反応の基質適用範囲を拡張しヘテロアリール基としてベンゾチオフェン骨格を導入することと、得られたπ拡張ジインの分子変換、それら拡張π電子系分子の物性評価を目的とした。また蛍光ソルバトクロミズムの構造物性相関についても精査した。
    連続的カップリング反応として、電気化学的な3-ブロモ-2-エチニルベンゾチオフェンの酸化的ホモカップリング反応を一段階目(スイッチON)、それに引き続く非通電条件下でのアリールボロン酸との鈴木-宮浦反応(スイッチOFF)を二段階目とする時間集積型反応を開発した。
    昨年度見いだした蛍光ソルバトクロミズムを示すアミノ基を導入したπ拡張ジインについては、種々の誘導体を合成すると共に、アルキン鎖長の異なる類縁体の合成も行い、分子構造と蛍光ソルバトクロミズムの相関についての検討も行なった。アルキン鎖長の異なる誘導体を合成したところ、アルキンがないテトラアレーンでも、蛍光ソルバトクロミズムを示すが、アルキン鎖長が伸長するにつれ、溶媒による蛍光波長の変化が顕著になることが明らかとなった。

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  • Development of Coupling Reactions Using Electrogenerated Active Organometallic

    Grant number:23750113  2011 - 2012

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)  Grant-in-Aid for Young Scientists (B)

    MITSUDO Koichi

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    Grant amount:\4680000 ( Direct expense: \3600000 、 Indirect expense:\1080000 )

    The objective of research is the development of novel coupling reactions using electrogenerated organometallic species. We investigated several coupling reactions catalyzed by electrochemically generated palladium species. During the course of the study, we found that the choice of a co-oxidant and co-catalyst was highly significant for the control of the coupling reactions, and the polarity of the solvent was also important. After the optimization of these factors, we have achieved the development of the efficient coupling reactions leading to a wide variety of biaryls and diyne derivatives.

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  • 電気的スイッチにより制御されたπ共役系分子の集積的構築法の開発

    Grant number:22106533  2010 - 2011

    日本学術振興会  科学研究費助成事業 新学術領域研究(研究領域提案型)  新学術領域研究(研究領域提案型)

    光藤 耕一

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    Grant amount:\6890000 ( Direct expense: \5300000 、 Indirect expense:\1590000 )

    前年度に電気的スイッチングに基づいた集積的連続反応を進行させることには成功していたが、目的物の収率は不十分であった。本年度は3種類に反応パターンについて更に種々の条件検討を行った。すなわち、(i)アルキンの電気化学的なホモカップリングによるジイン合成(スイッチオン)を行ったのちに鈴木-宮浦反応によるテトラアリールブタジインへの変換(スイッチオフ)する反応と(ii)アリールボロン酸の酸化的ホモカップリングによるジイン合成(スイッチオン)の後に鈴木-*宮浦反応を行いテトラアレーンを合成するパターン、そして(iii)鈴木-宮浦反応(スイッチオフ)を行った後にアリールボロン酸との電気化学的なクロスカップリング反応(スイッチオン)を行う反応パターンの三種である。前者二者は(スイッチオン)→(スイッチオフ)の反応パターンであり、三つ目は(スイッチオフ)→(スイッチオン)の反応パターンである。なかでも前者二種類の反応パターンに関しては集積化プロセスが効率的に進行する系を確立することに成功し、目的とする拡張π電子系分子を基質一般性良く得ている。三つ目の反応パターンも中程度の収率ではあるものの反応自体は進行し、目的物を得ることに成功している。三つ目の反応パターンの収率低下の原因について精査したところ、本連続反応のそれぞれのステップのみを行うと高収率で目的物が得られることと、二段階目の反応にホウ酸を添加すると著しく反応性が低下することから、鈴木-宮浦反応の際に発生するホウ酸塩が続く電気化学的クロスカップリング反応を阻害しているらしいことが示唆された。ホウ酸塩を除去するかあるいはホウ酸塩の影響を受けない反応系の設計が今後の課題となる。
    今回合成したπ拡張ジインの一部はX線結晶構造解析にも成功しており、置換基によって結晶構造が大きく異なることも分かった。また、得られたジインの更なる分子変換も行った。

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  • Electrochemical Synthesis of Cationic Transition-metal Complexes and Application to Organic Syntheses

    Grant number:20750080  2008 - 2010

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)  Grant-in-Aid for Young Scientists (B)

    MITSUDO Koichi

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    Grant amount:\4420000 ( Direct expense: \3400000 、 Indirect expense:\1020000 )

    The two objectives of our research are "the development of the methodologies for the electrochemical synthesis of cationic organometal complexes" and "integration the processes into organic reactions". In the three years, we have established the electrochemical methods to synthesize cationic palladium complexes and cationic nickel complexes, which were integrated into electrochemical Wacker-type reactions and coupling reactions. We also found that electrochemically generated cationic nickel complexes are effective catalysts for Michael additions.

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  • Electrolysis in solid particles disperse water systems directed toward environmental stress O processes

    Grant number:19310053  2007 - 2009

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    TANAKA Hideo, KUROHOSHI Manabu, MITSUDO Koichi

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    Grant amount:\16510000 ( Direct expense: \12700000 、 Indirect expense:\3810000 )

    Electrosyntheses in disperse systems with aqueous solutions of mediator (I) as disperse media and substrates and mediator (II)-adsorbed and/or-immobilized solid particles (silica gel, polymer particles, and active carbon) as disperse phases have been intensively investigated, thereby, offering totally closed electrolysis systems without consumption of any chemicals.

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  • ピリジルシリル基を用いた新規選択的分子変換反応の開発と有機合成への応用

    Grant number:00J03635  2000 - 2002

    日本学術振興会  科学研究費助成事業 特別研究員奨励費  特別研究員奨励費

    光藤 耕一

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    Grant amount:\3000000 ( Direct expense: \3000000 )

    Pauson-Khand型反応は化学量論量あるいは触媒量の金属錯体を用いたアルキン、アルケン、一酸化炭素の[2+2+1]付加環化反応であり、有用なシクロペンテノン骨格を一段階で合成できるため注目を集めている反応である。しかし分子内Pauson-Khand反応については数多くの触媒反応が報告されているのに対し、分子間Pauson-Khand反応の触媒化は大きく立ち遅れていた。つまり、用いることのできるアルケンが非常に限定的で、エチレンガスやひずみのかかったアルケンに限られるという制約があった。また反応自体の位置選択性が低いという欠点も有していた。したがって、一般的な触媒的分子間Pauson-Khand型反応の開発は強く望まれている。
    分子間Pauson-Khand型反応の反応性の低さは、アルケンの触媒金属への配位力が弱いためにメタラサイクル中間体が形成しにくい事に起因すると思われる。そこで我々はアルケンヘ着脱可能な配位性制御基(removable directing group ; RDG)を導入すれば、RDGの配位隣接効果により、メタラサイクル形成が促進されるのではないかと考え、RDGとして2-PyMe_2Si基を用いて触媒的Pauson-Khand型反応を試みた。
    触媒の検討を行った結果、Ru_3(CO)_<12>が触媒として適していることが明らかとなった。そこで、触媒量のRu_3(CO)_<12>を用いて1atmの一酸化炭素雰囲気下、ジメチル(2-ピリジル)ビニルシランと種々のアルキンを作用させたところ、脱シリル化したシクロペンテノンが良好な収率で生成した。これは目的の分子間Pauson-Khand型反応が進行した後に系中の微量の水により脱シリル化した結果であると考えられる。末端アルキンも内部アルキンも共に適用可能で、それぞれ対応するシクロペンテノン誘導体が得られた。また、ビニル基のα位またはβ位に置換基を有するアルケニル(2-ピリジル)ビニルシランを用いても反応は進行し、対応する二置換、三置換シクロペンテノンを与えた。
    2-PyMe_2Si基を着脱可能なdirecting grup(RDG)として用いることで、従来困難であった、ひずみを有さないアルケンを用いた触媒的分子間Pauson-Khand型反応が可能となったばかりでなく、従来は触媒的分子間Pauson-Khand型反応では困難であった、多置換シクロペンテノンの一段階合成が可能となった。

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