Room temperature decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids by photoredox catalysis

Chem Commun (Camb). 2014 Mar 4;50(18):2308-10. doi: 10.1039/c3cc48598f. Epub 2014 Jan 21.

Abstract

A visible-light-induced decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids, which uses the Togni reagent as the CF3 source is disclosed. The corresponding trifluoromethylated alkenes were obtained in moderate to high yields with excellent functional group tolerance at ambient temperature. Preliminary mechanistic analyses suggest a radical-type mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carboxylic Acids / chemistry*
  • Catalysis
  • Decarboxylation
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Photochemical Processes
  • Temperature*

Substances

  • Carboxylic Acids
  • Hydrocarbons, Fluorinated