Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of <i>O</i>-Arylhydroxylamines and Substituted Benzofurans

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公開日
2010-07-06
DOI
  • 10.1021/ja1044874
公開者
American Chemical Society (ACS)

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説明

An efficient Pd catalyst for the O-arylation of ethyl acetohydroximate with aryl chlorides, bromides, and iodides has been developed. Ethyl acetohydroximate serves as an efficient hydroxylamine equivalent for C-O cross-coupling, thereby allowing for the preparation of O-arylhydroxylamines from simple aryl halides. Short reaction times and broad substrate scope, including heteroaryl coupling partners, allow access to O-arylhydroxylamines that would be difficult to prepare in a single step by traditional methods. Moreover, the O-arylated products so formed can be directly transformed into substituted benzofurans in a single operation.

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