4.5 Article

Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 12, Issue -, Pages 22-28

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.12.4

Keywords

copper; electrophilic amination; olefin oxyamination

Funding

  1. Duke University
  2. Burroughs Wellcome Endowment

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This paper reports a novel approach for the direct and facile synthesis of 1,2-oxyamino moieties via an intermolecular copper-catalyzed oxyamination of olefins. This strategy utilizes O-benzoylhydroxylamines as an electrophilic amine source and carboxylic acids as a nucleophilic oxygen source to achieve a modular difunctionalization of olefins. The reaction proceeded in a regioselective manner with moderate to good yields, exhibiting a broad scope of carboxylic acid, amine, and olefin substrates.

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