Beilstein Journal of Organic Chemistry (Jan 2016)

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

  • Brett N. Hemric,
  • Qiu Wang

DOI
https://doi.org/10.3762/bjoc.12.4
Journal volume & issue
Vol. 12, no. 1
pp. 22 – 28

Abstract

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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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