• Media type: E-Article
  • Title: Decarboxylative Perfluoroalkylation of Vinyl Bromides with Copper(I) Perfluorocarboxylato Complexes
  • Contributor: Wu, Chuyi; Huang, Yangjie; Zhang, Zhongxing; Weng, Zhiqiang
  • Published: Wiley, 2016
  • Published in: Asian Journal of Organic Chemistry, 5 (2016) 11, Seite 1406-1410
  • Language: English
  • DOI: 10.1002/ajoc.201600348
  • ISSN: 2193-5815; 2193-5807
  • Keywords: Organic Chemistry
  • Origination:
  • Footnote:
  • Description: AbstractA new decarboxylative perfluoroalkylation of vinyl bromides has been developed. The use of copper(I) trifluoroacetate complex (phen)Cu(O2CCF3) (1) and perfluorocarboxylate complexes [(phen)2Cu](O2CRF) (2; RF=C2F5, n‐C3F7, n‐C4F9, n‐C5F11) as reagents allows for the efficient synthesis of trifluoromethylated and perfluoroalkylated olefins, respectively. Vinyl bromides comprising a range of functionalities (e.g., methoxy, ester, nitrile, nitro, trifluoromethyl, chloride, and benzo[d][1,3]dioxole) were successfully accommodated. The decarboxylative trifluoromethylation and perfluoroalkylation reactions also proceeded with retention of the double‐bond stereochemistry of alkenes after the reaction was completed.