Iron‐Catalyzed Aminative Cyclization/Intermolecular Homolytic Aromatic Substitution Using Oxime Esters and Simple Arenes

  • Takuya Shimbayashi
    Department of Energy and Hydrocarbon Chemistry Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Kazuhiro Okamoto
    Department of Energy and Hydrocarbon Chemistry Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Kouichi Ohe
    Department of Energy and Hydrocarbon Chemistry Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan

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<jats:title>Abstract</jats:title><jats:p>Intermolecular C−H alkylation of simple arenes in the presence of an iron catalyst has been achieved in a cascade manner with an aminative cyclization triggered by N−O bond cleavage of an alkene‐tethered oxime ester. Various arenes, including electron‐rich and electron‐poor arenes, and heteroarenes can be employed in the reaction system. Regioselectivity and radical trapping experiments support the involvement of alkyl radical species, which undergo a homolytic aromatic substitution (HAS) to afford the arylation products.</jats:p>

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