4.8 Article

N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: A New Difluoromethylation Reagent for S-, N-, and C-Nucleophiles

Journal

ORGANIC LETTERS
Volume 11, Issue 10, Pages 2109-2112

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900567c

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Funding

  1. National Natural Science Foundation of China [20502029, 20772144, 20825209, 20832008]
  2. Chinese Acadermy of Sciences

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The first alpha-difluoromethyl sulfoximine compound, 2, was successfully prepared by using the copper(II)-catalyzed nitrene transfer reaction. Compound 2 was found to be a novel and efficient difluoromethylation reagent for transferring the CF2H group to S-, N-, and C-nucleophiles. Deuterium-labeling experiments suggest that a difluorocarbene mechanism is involved in the current difluoromethylation reactions.

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