4.8 Article

Efficient Synthesis of -Trifluoromethyl Carboxylic Acids and Esters through Fluorocarboxylation of gem-Difluoroalkenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 20, Pages 6772-6775

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201902779

Keywords

carbon dioxide; carboxylic acids; cesium fluoride; fluorination; gem-difluoroalkenes

Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. MEXT, Japan
  3. Japan Science and Technology Agency (JST)
  4. Japan Agency for Medical Research and Development (AMED)
  5. Global COE Program, The University of Tokyo

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A facile synthetic procedure for the preparation of -trifluoromethyl carboxylic acids and esters was achieved through multicomponent coupling reactions between gem-difluoroalkenes, cesium fluoride, and carbon dioxide. The products were generated in moderate to excellent yields, and the synthetic utility of this method was demonstrated through the preparation of trifluoromethylated versions of popular nonsteroidal anti-inflammatory drugs (NSAIDs).

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