4.8 Article

AgF-Mediated Fluorinative Homocoupling of gem-Difluoroalkenes

Journal

ORGANIC LETTERS
Volume 16, Issue 1, Pages 102-105

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol403083e

Keywords

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Funding

  1. National Basic Research Program of China [2012CB821600, 2012CB215500]
  2. National Natural Science Foundation of China [21372246, 20825209]
  3. Chinese Academy of Sciences

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A novel silver(I)-fluoride-mediated homocoupling reaction of beta,beta-difluorostyrene derivatives is described. The transformation is initiated via nucleophilic addition of silver(I) fluoride to beta,beta-difluorostyrenes, which is followed by dimerization of the corresponding benzylsilver intermediates. The reaction shows good substrate scope, functional group tolerance, and represents the first report on the reactivity of (alpha-trifluoromethyl)benzylsilver species.

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