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Metal Free Reductive Transformation of Aromatic Halides Using Organic Super Electron Donor

Research Project

Project/Area Number 15K14926
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionTohoku University

Principal Investigator

Kondo Yoshinori  東北大学, 薬学研究科, 教授 (90162122)

Co-Investigator(Renkei-kenkyūsha) KUMADA Kanako  東北大学, 大学院薬学研究科, 助手 (30748504)
Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords有機超電子供与剤 / 還元反応 / 金属フリー / 芳香族 / 選択的分子変換 / アゾベンゼン / 複素環化合物 / 炭素アニオン / 有機超電子供与体 / 電子移動 / 官能基変換 / 分子変換 / 還元
Outline of Final Research Achievements

Metal free selective transformation of aromatic halides using organic super electron donor(SED) was investigated. Two types of SED were emplyed, and one was derived from N-methylbenzimidazole and the other was derived from 4-dimethylpyridine. Using these SEDs transformation of aromatic and heteroaromatic compounds with functional groups were examined. Especially, cylization using itramolecular nucleophilic reaction was investigated and selective transforming reactions were performed in the presence of various electrophilic functionalities, which have not easily achieved by organometallic methodologies. During the investigation, it was also found that the reaction of nitrobenzenes with SED gave azobenzenes in one step in the presence of functional groups.

Report

(3 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • Research Products

    (8 results)

All 2017 2016 2015 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (4 results) Remarks (2 results)

  • [Journal Article] Highly Chemoselective DMPU-Mediated Trialkylsilylation of Terminal Alkynes Using Trifluoromethyltrialkylsilane2017

    • Author(s)
      Kanako Nozawa-Kumada, Moeto Inagi, Yoshinori Kondo
    • Journal Title

      Asian Journal of Organic Chemistry

      Volume: 6 Issue: 1 Pages: 63-66

    • DOI

      10.1002/ajoc.201600472

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Palladium-Catalyzed Highly Chemoselective Intramolecular C-H Aminocarbonylation of Phenethylamines to Six-Membered Benzolactams2016

    • Author(s)
      Hiroshi Taneda, Kiyofumi Inamoto, Yoshinori Kondo
    • Journal Title

      Organic Letters

      Volume: 18 Issue: 11 Pages: 2712-2715

    • DOI

      10.1021/acs.orglett.6b01171

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Presentation] 有機超電子供与体を用いたベンジル位C-S結合切断反応の開発2016

    • Author(s)
      伊藤峻吾、熊田佳菜子、重野真徳、根東義則
    • Organizer
      第46回複素環化学討論会
    • Place of Presentation
      金沢歌劇座
    • Year and Date
      2016-09-26
    • Related Report
      2016 Annual Research Report
  • [Presentation] 有機超電子供与剤の反応性評価と新規還元的分子間反応の開発2016

    • Author(s)
      伊藤峻吾、熊田佳菜子、根東義則
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] 有機超電子供与剤を用いた新規ニトロベンゼン類変換反応の開発2015

    • Author(s)
      安部瑛里奈、熊田佳菜子、根東義則
    • Organizer
      第41回反応と合成の進歩シンポジウム
    • Place of Presentation
      近畿大学11月ホール
    • Year and Date
      2015-10-26
    • Related Report
      2015 Research-status Report
  • [Presentation] 有機超電子供与剤を利用したアゾベンゼン合成法の開発2015

    • Author(s)
      安部瑛里奈、熊田佳菜子、根東義則
    • Organizer
      第54回日本薬学会東北支部大会
    • Place of Presentation
      岩手医科大学
    • Year and Date
      2015-09-26
    • Related Report
      2015 Research-status Report
  • [Remarks] 分子変換化学分野

    • URL

      http://www.pharm.tohoku.ac.jp/~henkan/lab/henkan_top.html

    • Related Report
      2016 Annual Research Report
  • [Remarks] 分子変換化学分野ホームページ

    • URL

      http://www.pharm.tohoku.ac.jp/~henkan/lab/henkan_top.html

    • Related Report
      2015 Research-status Report

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Published: 2015-04-16   Modified: 2018-03-22  

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