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Development of immobilized cationic gold catalyst and its application to efficient domino synthesis of heterocyclic compounds

Research Project

Project/Area Number 22790015
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionUniversity of Shizuoka

Principal Investigator

EGI Masahiro  静岡県立大学, 薬学部, 講師 (80363901)

Project Period (FY) 2010 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2011: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords合成化学 / 環境調和 / 遷移金属触媒 / 複素環化合物 / 連続反応 / 触媒・化学プロセス / 固定化触媒 / カチオン性金触媒
Research Abstract

A polystyrene-immobilized cationic gold compound was synthesized for the first time and showed high catalytic activities for the bond forming reactions. It was quantitatively recovered from the reaction mixture and reused for another seven runs without significant loss of its activity. Moreover, a flow reactor loaded with the immobilized cationic gold compound was developed. On the other hand, during our preliminary research on its application, a domino synthesis of allene was developed that includes the gold or silver compound-catalyzed addition of propargyl alcohols to functionalized acetylenes and the subsequent[3, 3]-sigmatropic reaction. The platinum-catalyzed intramolecular cyclization of the formed allenes provided the polysubstituted lactone derivatives in high yields.

Report

(3 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • Research Products

    (9 results)

All 2012 2011 2010

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (8 results)

  • [Journal Article] Reusable and Durable Immobilized-Cationic Gold(I) Catalysts for Environmentally Benign Bond-Forming Reactions2011

    • Author(s)
      Egi, Masahiro ; Azechi, Kenji ; Akai, Shuji
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 353 Issue: 2-3 Pages: 287-290

    • DOI

      10.1002/adsc.201000753

    • Related Report
      2011 Final Research Report 2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 白金触媒を用いる多置換アレンの化学選択的分子内環化反応の開発2012

    • Author(s)
      江木正浩、清水薫、赤井周司
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Year and Date
      2012-03-31
    • Related Report
      2011 Annual Research Report 2011 Final Research Report
  • [Presentation] Saucy. Marbet転位を利用する多置換インデンの新規合成法の開発2011

    • Author(s)
      江木正浩、清水薫、赤井周司
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島
    • Year and Date
      2011-11-07
    • Related Report
      2011 Final Research Report
  • [Presentation] Saucy-Marbet転位を利用する多置換インデンの新規合成法の開発2011

    • Author(s)
      江木正浩, 他
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島
    • Year and Date
      2011-11-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] Environmentally Benign Synthesis of Furans and Pyrroles Using Cationic Gold(I) Catalysts2010

    • Author(s)
      江木正浩、畦地健司、赤井周司
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      米国ハワイ
    • Year and Date
      2010-12-18
    • Related Report
      2011 Final Research Report
  • [Presentation] Environmentally Benign Synthesis of Furans and Pyrroles Using Cationic Gold(I)Catalysts2010

    • Author(s)
      江木正浩, 他
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      米国ハワイ
    • Year and Date
      2010-12-18
    • Related Report
      2010 Annual Research Report
  • [Presentation] カチオン性金触媒を用いる多置換フラン及びピロール類の環境低負荷型合成2010

    • Author(s)
      江木正浩、畦地健司、赤井周司
    • Organizer
      第40回複素環化学討論会
    • Place of Presentation
      仙台
    • Year and Date
      2010-10-15
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] 医農薬のプロセス合成を指向した遷移金属触媒による環境低負荷型合成法の開発2010

    • Author(s)
      江木正浩
    • Organizer
      第56回日本薬学会東海支部総会・大会
    • Place of Presentation
      岐阜
    • Year and Date
      2010-07-03
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] 組み合わせ触媒による効率的な物質変換2010

    • Author(s)
      江木正浩
    • Organizer
      CPhI Japan 2010プロセス化学セミナー
    • Place of Presentation
      東京
    • Year and Date
      2010-04-21
    • Related Report
      2011 Final Research Report 2010 Annual Research Report

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Published: 2010-08-23   Modified: 2016-04-21  

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