4.8 Article

Copper-Promoted Sulfenylation of sp2 C-H Bonds

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 44, Pages 18237-18240

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja3092278

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Funding

  1. Welch Foundation [E-1571]
  2. National Institute of General Medical Science [R01GM077635]
  3. Camille and Henry Dreyfus Foundation
  4. Norman Hackerman Advanced Research Program

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An auxiliary-assisted, copper catalyzed or promoted sulfenylation of benzoic acid derivative beta-C-H bonds and benzylamine derivative gamma-C-H bonds has been developed. The method employs disulfide reagents, copper(II) acetate, and DMSO solvent at 90-130 degrees C. Application of this methodology to the direct trifluoromethylsulfenylation of C-H bonds was demonstrated.

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