Visible-light-promoted radical C-H trifluoromethylation of free anilines

Org Lett. 2014 Mar 21;16(6):1768-71. doi: 10.1021/ol500469a. Epub 2014 Mar 6.

Abstract

The trifluoromethyl-substituted anilines are biologically active compounds and useful building blocks. In this communication, we have developed the first visible-light-induced radical trifluoromethylation of free anilines with the commercially available and easily handled Togni reagent at room temperature. The resulting products were successfully transformed into a variety of valuable fluorine-containing molecules and heterocyclic compounds. This protocol provides an economical and powerful route to trifluoromethylated free anilines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Light
  • Molecular Structure

Substances

  • Aniline Compounds
  • Hydrocarbons, Fluorinated