Iron-catalyzed trifluoromethylation of enamide

Chemistry. 2015 Feb 23;21(9):3572-5. doi: 10.1002/chem.201406333. Epub 2015 Jan 21.

Abstract

Herein the first example of the iron(II)-catalyzed trifluoromethylation of enamide using mild and simple reaction conditions is reported. The method is cost-effective and uses the easy-to-handle Togni's reagent as the electrophilic CF3 source. This transformation is totally regioselective at the C3 position of enamides and exhibits broad substrate scope, good functional group tolerance and thus demonstrates its useful application in a late-stage fluorination strategy.

Keywords: CH functionalization; Togni’s reagent; iron-catalyzed reactions; synthetic methods; trifluoromethylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Hydrocarbons, Fluorinated / chemistry*
  • Iron / chemistry*
  • Methylation
  • Molecular Structure

Substances

  • Amides
  • Hydrocarbons, Fluorinated
  • Iron