Rhodium(I)-Catalyzed C8-Alkylation of 1-Naphthylamide Derivatives with Alkenes through a Bidentate Picolinamide Chelation System

  • Supriya Rej
    Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
  • Naoto Chatani
    Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan

書誌事項

公開日
2018-06-18
資源種別
journal article
DOI
  • 10.1021/acscatal.8b01675
公開者
American Chemical Society (ACS)

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説明

The rhodium(I)-catalyzed C–H alkylation of 1-naphthylamide derivatives with alkenes at the C8-position using a picolinamide directing group is reported. Various alkenes including styrene derivatives, α,β-unsaturated carbonyl compounds, and even unactivated alkene could also be used as coupling partners. The reaction mechanism was investigated in kinetic studies, deuterium labeling studies, and control experiments. The reaction appears to proceed through a rhodium carbene intermediate, which is generated from an alkene.

収録刊行物

  • ACS Catalysis

    ACS Catalysis 8 (7), 6699-6706, 2018-06-18

    American Chemical Society (ACS)

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