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C(sp3)-H及びC(sp)-H結合活性化を経るアルキニル化反応の開発.

Research Project

Project/Area Number 16J11354
Research Category

Grant-in-Aid for JSPS Fellows

Allocation TypeSingle-year Grants
Section国内
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

Zhao Qiang (2017-2018)  京都大学, 工学研究科, 特別研究員(DC1)

ZHAO QIANG (2016)  京都大学, 工学研究科, 特別研究員(DC1)

Project Period (FY) 2016-04-22 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 2018: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2017: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2016: ¥1,000,000 (Direct Cost: ¥1,000,000)
KeywordsCyclization / Rhodium carbenoids / Triazoles / carbene / triazole / acceptor/acceptor / arene compounds / enaminones / C-H functionalization / rhodium / alkyne
Outline of Annual Research Achievements

We have studied a rhodium(II)-catalyzed cyclization reaction of 4-acyl-1-sulfonyl-1,2,3-triazoles possessing a phenyl ring.

Acceptor/acceptor carbenoids undergo cyclizaion by reacting either with a phenyl ring though electrophilic aromatic substitution or with a benzylic C-H bond through insertion depending on the length of the carbon chain. In the case of two and three carbon chain, a phenyl ring is reacted. On the other hand, in the case of four carbon chain, a benzylic C-H bond is reacted.

Research Progress Status

平成30年度が最終年度であるため、記入しない。

Strategy for Future Research Activity

平成30年度が最終年度であるため、記入しない。

Report

(3 results)
  • 2018 Annual Research Report
  • 2017 Annual Research Report
  • 2016 Annual Research Report
  • Research Products

    (7 results)

All 2019 2018 2017

All Journal Article (3 results) (of which Int'l Joint Research: 2 results,  Peer Reviewed: 3 results,  Acknowledgement Compliant: 1 results) Presentation (4 results) (of which Int'l Joint Research: 3 results)

  • [Journal Article] Cyclization Reaction of 4-Acyl-1-sulfonyl-1,2,3-triazoles Possessing Phenyl Rings through Generation of Electron-Deficient Carbenoids2019

    • Author(s)
      Zhao Qiang、Miura Tomoya、Murakami Masahiro
    • Journal Title

      Chemistry Letters

      Volume: 48 Issue: 6 Pages: 510-512

    • DOI

      10.1246/cl.190074

    • NAID

      130007659795

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Selective Functionalization of Aromatic C(sp2)-H Bonds in the Presence of Benzylic C(sp3)-H Bonds by Electron-Deficient Carbenoid Generated from 4-Acyl-1-sulfonyl-1,2,3-triazoles2017

    • Author(s)
      Tomoya Miura, Qiang Zhao, Masahiro Murakami
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 52 Pages: 16645-16649

    • DOI

      10.1002/anie.201709384

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis of 2-Substituted 2-Amino Ketones by Rhodium-Catalyzed Reaction of N-Sulfonyl-1,2,3-triazoles with 2-Alkenols2017

    • Author(s)
      Tomoya Miura, Takamasa Tanaka, Qiang Zhao, Scott G. Stewart, Masahiro Murakami
    • Journal Title

      Helvetica Chimica Acta

      Volume: 100 Issue: 2

    • DOI

      10.1002/hlca.201600320

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Presentation] Rhodium-Catalyzed Intramolecular C-H Functionalization of Acceptor/acceptor Carbenoids Generated from 4-Acyl-1-sulfonyl-1,2,3-triazoles2018

    • Author(s)
      Zhao Qiang、Miura Tomoya、Murakami Masahiro
    • Organizer
      日本化学会 第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Rhodium-Catalyzed Functionalization of Aromatic C-H Bonds with 4-Acyl-1-mesyl-1,2,3-triazoles2017

    • Author(s)
      Qiang Zhao, Tomoya Miura, Masahiro Murakami
    • Organizer
      日本化学会 第97春季年会
    • Place of Presentation
      慶應義塾大学 日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Rhodium-Catalyzed Functionalization of Aromatic C-H Bonds with 4-Acyl-1-mesyl-1,2,3-triazoles2017

    • Author(s)
      Zhao Qiang、Miura Tomoya、Murakami Masahiro
    • Organizer
      Nordic/Kyoto OMCOS 2017
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Rhodium-Catalyzed Functionalization of Aromatic C-H Bonds with 4-Acyl-1-mesyl-1,2,3-triazoles2017

    • Author(s)
      Zhao Qiang、Miura Tomoya、Murakami Masahiro
    • Organizer
      OMCOS-19
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research

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Published: 2016-05-17   Modified: 2024-03-26  

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