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2011 Fiscal Year Final Research Report

Indole/Azine C. H/C. H Coupling : Applications to Natural Products Synthesis

Research Project

  • PDF
Project/Area Number 22750037
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionNagoya University

Principal Investigator

YAMAGUCHI Junichiro  名古屋大学, 大学院・理学研究科, 助教 (00529026)

Project Period (FY) 2010 – 2011
Keywords合成有機化学
Research Abstract

We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid dragmacidin D and eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.

  • Research Products

    (18 results)

All 2012 2011 2010

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (12 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Synthesis of Dragmacidin D via Direct C-H Couplings2011

    • Author(s)
      Mandal, D.; Yamaguchi, A. D.; Yamaguchi, J.; Itami, K.
    • Volume
      133
    • Pages
      19660
    • DOI

      DOI:10.1021/ja209945x

    • Peer Reviewed
  • [Journal Article] Synthesis of Bioactive Compounds through C-H Bond Functionalization2011

    • Author(s)
      Yamaguchi, J.; Itami, K.
    • Journal Title

      Catalysts and Catalysis

      Volume: 53 Pages: 293

    • URL

      http://www.shokubai.org/jnl/cgi-bin/cootw.cgi/5305029300h

    • Peer Reviewed
  • [Journal Article] Oxidative C-H/C-H Coupling of Azine and Indole/Pyrrole Nuclei : Palladium Catalysis and Synthesis of Eudistomin U2011

    • Author(s)
      Yamaguchi, A. D.; Mandal, D.; Yamaguchi, J.; Itami, K.
    • Journal Title

      Chem. Lett

      Volume: 40 Pages: 555

    • DOI

      DOI:10.1246/cl.2011.555

    • Peer Reviewed
  • [Journal Article] Oxidative Biaryl Coupling of Thiophenes and Thiazoles with Arylboronic Acids through Palladium Catalysis : Otherwise-Difficult C4-Selective C-H Arylation Enabled by Boronic Acids2011

    • Author(s)
      Kirchberg, S.; Tani, S.; Ueda, K.; Yamaguchi, J.; Studer, A.; Itami, K.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 50 Pages: 2387

    • DOI

      DOI:10.1002/anie.201007232

    • Peer Reviewed
  • [Journal Article] A General Catalyst for the/3-Selective C-H Bond Arylation of Thiophenes with Iodoarenes2010

    • Author(s)
      Ueda, K. Yanagisawa, S.; Yamaguchi, J.; Itami, K.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 49 Pages: 8946

    • DOI

      DOI:10.1002/anie.201005082

    • Peer Reviewed
  • [Presentation] 芳香環連結反応を鍵とした生物活性化合物の迅速合成2012

    • Author(s)
      山口潤一郎
    • Organizer
      第26回若い世代の特別講演会
    • Place of Presentation
      慶応大学(横浜)
    • Year and Date
      2012-03-27
  • [Presentation] Synthesis of Biologically Active Compounds via Direct Arene Assembling Reaction2012

    • Author(s)
      山口潤一郎
    • Place of Presentation
      東京
    • Year and Date
      2012-03-21
  • [Presentation] 自在芳香環直接連結反応が拓く合成戦略2011

    • Author(s)
      山口潤一郎
    • Organizer
      有機合成総合講演会
    • Place of Presentation
      静岡県立大学(静岡)
    • Year and Date
      2011-12-17
  • [Presentation] Synthesis of Dragmacidin D via Direct C-H Couplings2011

    • Author(s)
      Junichiro Yamaguchi
    • Organizer
      The 12th IRTG JOINT SYMPOSIUM
    • Year and Date
      2011-10-03
  • [Presentation] C-Hアリール化反応を駆使したdragmacidin Dの全合成2011

    • Author(s)
      山口潤一郎・マンダルデバシス・山口敦史・伊丹健一郎
    • Organizer
      第53回天然有機化合物討論会0-45
    • Place of Presentation
      大阪(国内)
    • Year and Date
      2011-09-27
  • [Presentation] 炭素一水素結合直接アリール化反応を鍵とするdragmacidin Dの全合成2011

    • Author(s)
      山口潤一郎・マンダルデバシス・山口敦史・伊丹健一郎
    • Organizer
      第58回有機金属化学討論会02-14
    • Place of Presentation
      名古屋(国内)
    • Year and Date
      2011-09-08
  • [Presentation] 芳香環直接連結反応を駆使した生物活性物質の合成研究2011

    • Author(s)
      山口潤一郎
    • Organizer
      第46回天然物化学談話会
    • Place of Presentation
      静岡
    • Year and Date
      2011-07-08
  • [Presentation] Synthesis of Biologically Active Compounds via Direct Arene-Assembling Reaction2011

    • Author(s)
      Junichiro Yamaguchi
    • Organizer
      Nagoya Symposium of Green Synthesis & Catalysis
    • Place of Presentation
      名古屋大学(愛知)
    • Year and Date
      2011-03-13
  • [Presentation] Indole-azine C-H/C-Hcoupling for natural product synthesis2010

    • Author(s)
      Debashis Mandal, Atsushi D. Yamaguchi, Junichiro Yamaguchi, and Kenichiro Itami
    • Organizer
      The International Chemical Congress of Pacific Basin Societies(Pacifichem 2010)
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2010-12-20
  • [Presentation] Synthesis of dragmacidin D via direct C-H bond arylation2010

    • Author(s)
      Yamaguchi, J.; Mandal D.; Yamaguchi, A. D.; Ueda, K.; Itami, K
    • Organizer
      The International Chemical Congress of Pacific Basin Societies(Pacifichem 2010)
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2010-12-18
  • [Presentation] 自在芳香環直接連結反応が拓く合成戦略2010

    • Author(s)
      山口潤一郎
    • Organizer
      名古屋市立大学薬学部第117回薬学談話会
    • Place of Presentation
      愛知
    • Year and Date
      2010-11-17
  • [Presentation] 標的指向型芳香環直接連結反応の開発と展開2010

    • Author(s)
      山口潤一郎
    • Organizer
      帝人ファーマ株式会社
    • Place of Presentation
      東京
    • Year and Date
      2010-06-23
  • [Patent(Industrial Property Rights)] 含窒素複素環化合物及びその製造方法2010

    • Inventor(s)
      伊丹健一郎、山口潤一郎、デバシスマンダル、山口敦史
    • Industrial Property Rights Holder
      伊丹健一郎、山口潤一郎、デバシスマンダル、山口敦史
    • Industrial Property Number
      公開特許公報、特願2010-046887
    • Filing Date
      2010-03-03
    • Acquisition Date
      2011-09-15

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Published: 2013-07-31  

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