4.8 Article

KOtBu-Promoted Oxidation of (Hetero)benzylic Csp3-H to Ketones with Molecular Oxygen

Journal

ORGANIC LETTERS
Volume 18, Issue 21, Pages 5680-5683

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02914

Keywords

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Funding

  1. National Natural Science Foundation of China [21602119, U1504208]
  2. He'nan Provincial Department of Science and Technology [152300410117]
  3. Fundamental Research Funds for the Central Universities at Beijing University of Chemical Technology

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An efficient and practical (hetero)benzylic sp(3) C-H oxidation method has been developed. Notably, this user-friendly protocol employs inexpensive potassium tert-butoxide ((KOBu)-Bu-t) as a promoter and proceeds under mild conditions using oxygen as the oxidant. A large variety of oxidation products were prepared in good to excellent yields. The utility of this green methodology was further demonstrated by the scale-up preparation of a biologically valued molecule.

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