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2012 Fiscal Year Final Research Report

Successive construction of cyclic skeletons via migration of transition metals

Research Project

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Project/Area Number 23750115
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionTokyo University of Science

Principal Investigator

MATSUDA Takanori  東京理科大学, 理学部, 講師 (80359778)

Project Period (FY) 2011 – 2012
Keywords選択的合成・反応 / 錯体・有機金属触媒 / 遷移金属触媒反応 / 炭素-水素結合切断 / 炭素-炭素結合切断 / 1,4-ロジウム移動 / 環状骨格構築 / 連続的結合生成
Research Abstract

1,4-Migration of transition metals is a useful synthetic tool for intramolecular activation of neighboring C-H bonds and has been exploited in the construction of complex organic frameworks. In this study, research on transition-metal-catalyzed reactions involving 1,4-rhodium migration was conducted, and three reactions giving cyclic skeletons were developed. In particular, indanes and spirobiindanes were synthesized by rhodium-catalyzed arylation using arylboron compounds.

  • Research Products

    (9 results)

All 2013 2012 2011

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (6 results)

  • [Journal Article] Synthesis of tetrasubstituted benzenes via rhodium(I)- catalysed ring-opening benzannulation of cyclobutenols with alkynes2013

    • Author(s)
      Takanori Matsuda and Norio Miura
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 11巻 Pages: 3424-3427

    • DOI

      DOI:10.1039/c3ob40436f

    • Peer Reviewed
  • [Journal Article] Double 1,4-rhodium migration cascade in rhodium-catalysed arylative ring-opening/spirocyclisation of (3-arylcyclobutylidene)acetates2012

    • Author(s)
      Takanori Matsuda, Yuya Suda, and Akira Takahashi
    • Journal Title

      Chemical Commnucations

      Volume: 48巻 Pages: 2988-2990

    • DOI

      DOI:10.1039/c2cc18098g

    • Peer Reviewed
  • [Journal Article] Rhodium-catalysed intramolecular trans-bis-silylation of alkynes to synthesise 3-silyl-1-benzosiloles2012

    • Author(s)
      Takanori Matsudaand Yoichiro Ichioka
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 10巻 Pages: 3175-3177

    • DOI

      DOI:10.1039/c2ob25242b

    • Peer Reviewed
  • [Presentation] α,β-不飽和エステル部位を有するアリールボロン酸エステルのロジウム触媒分子内付加/スピロ環化反応2013

    • Author(s)
      安岡哲
    • Organizer
      日本化学会第93 春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-23
  • [Presentation] 1,4-ロジウム移動を経由する1,4-エンインのアリール化/環化反応2013

    • Author(s)
      綿貫勝一
    • Organizer
      日本化学会第93 春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-23
  • [Presentation] Synthesis of 3-Silyl-1-benzosiloles by Rhodium-Catalyzed Intramolecular trans-Bis-Silylation of Alkynes2012

    • Author(s)
      Yoichiro Ichioka
    • Organizer
      10th Symposium on Chemical Approaches to Chirality
    • Place of Presentation
      東京理科大学神楽坂キャンパス
    • Year and Date
      2012-02-24
  • [Presentation] Synthesis of 1,1′-Spirobi[indan]-3-ones via Two Successive 1,4-Rhodium Migration Processes2011

    • Author(s)
      Yuya Suda
    • Organizer
      9th Symposium on Chemical Approaches to Chirality
    • Place of Presentation
      東京理科大学神楽坂キャンパス
    • Year and Date
      2011-12-14
  • [Presentation] ロジウム触媒によるアルキンの分子内trans-ビスシリル化反応2011

    • Author(s)
      市岡揚一郎
    • Organizer
      第58回有機金属化学討論会
    • Place of Presentation
      名古屋大学東山キャンパス
    • Year and Date
      2011-09-08
  • [Presentation] 2回の 1,4-ロジウム移動を経由する 1,1′-スピロビ [インダン]-3-オンの合成2011

    • Author(s)
      須田裕也
    • Organizer
      第58回有機金属化学討論会
    • Place of Presentation
      名古屋大学東山キャンパス
    • Year and Date
      2011-09-08

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Published: 2014-09-25  

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