Copper-catalyzed intermolecular trifluoromethylazidation of alkenes: convenient access to CF3 -containing alkyl azides

Angew Chem Int Ed Engl. 2014 Feb 10;53(7):1881-6. doi: 10.1002/anie.201309991. Epub 2014 Jan 13.

Abstract

A novel copper-catalyzed intermolecular trifluoromethylazidation of alkenes has been developed under mild reaction conditions. A variety of CF3 -containing organoazides were directly synthesized from a wide range of olefins, including activated and unactivated alkenes, and the resulting products can be easily transformed into the corresponding CF3 -containing amine derivatives.

Keywords: alkenes; azides; copper; fluorine; synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Azides / chemical synthesis*
  • Azides / chemistry
  • Catalysis
  • Copper / chemistry*
  • Hydrocarbons, Cyclic / chemical synthesis
  • Hydrocarbons, Cyclic / chemistry
  • Hydrocarbons, Fluorinated / chemical synthesis
  • Hydrocarbons, Fluorinated / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkenes
  • Azides
  • Hydrocarbons, Cyclic
  • Hydrocarbons, Fluorinated
  • Copper