4.8 Article

Nickel-Catalyzed Decarboxylative Difluoroalkylation of ,-Unsaturated Carboxylic Acids

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 10, Pages 3491-3495

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201511321

Keywords

fluoroalkylation; nickel; olefins; radicals; synthetic methods

Funding

  1. National Basic Research Program of China (973 Program) [2015CB856600]
  2. National Science Foundation of China [21522208, 21372209]
  3. Chinese Academy of Sciences
  4. Excellent Young Scientist Foundation of Anhui Province [2013SQRL003ZD]

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The first example of nickel-catalyzed decarboxylative fluoroalkylation of ,-unsaturated carboxylic acids has been developed with commonly available fluoroalkyl halides. This novel transformation has demonstrated broad substrate scope, excellent functional-group tolerance, mild reaction conditions, and excellent stereoselectivity. Mechanistic investigations indicate that a fluoroalkyl radical is involved in the catalytic cycle.

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