Catalytic trifluoromethylation of aryl- and vinylboronic acids by 2-cyclopropyl-1-(trifluoromethyl)benzo[b]thiophenium triflate

Org Lett. 2015 Apr 3;17(7):1632-5. doi: 10.1021/acs.orglett.5b00164. Epub 2015 Mar 18.

Abstract

Catalytic trifluoromethylation of aryl- and vinylboronic acids by 2-cyclopropyl-1-(trifluoromethyl)benzo[b]thiophenium triflate is described. In the presence of a catalytic amount of CuOAc and 2,4,6-collidine in ethyl acetate, the reaction proceeded in good to high yields for various substrates under mild reaction conditions at room temperature.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry*
  • Boronic Acids / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Hydrocarbons, Fluorinated / chemistry*
  • Mesylates / chemistry*
  • Methylation
  • Molecular Structure
  • Pyridines / chemistry*
  • Thiophenes / chemistry*
  • Vinyl Compounds / chemistry*

Substances

  • 2-cyclopropyl-1-(trifluoromethyl)benzo(b)thiophenium triflate
  • Acetates
  • Boronic Acids
  • Hydrocarbons, Fluorinated
  • Mesylates
  • Pyridines
  • Thiophenes
  • Vinyl Compounds
  • ethyl acetate
  • Copper
  • gamma-collidine
  • trifluoromethanesulfonic acid