4.8 Article

Palladium-Catalyzed Fluoroarylation of gem-Difluoroenynes to Access Trisubstituted Trifluoromethyl Allenes

Journal

ORGANIC LETTERS
Volume 22, Issue 13, Pages 5229-5234

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01887

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Funding

  1. NSFC [21901043]
  2. 973 Program [2015CB856600]
  3. Program of Eastern Scholar at Shanghai Institutions of Higher Learning

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Various new transformations of gem-difluoroalkenes leading to trifluoromethyl substituted compounds have been well established in the past years. However, the development of new transformations of gem-difluoroenynes lags much behind. Herein is reported the fluoroarylation of 1,1-difluoro-1,3-enynes with aryl halides in the presence of silver fluoride affording trisubstituted trifluoromethyl allenes under the catalysis of palladium. The reaction features mild conditions, high functional-group tolerance, and high regioselectivity.

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