ChemInform Abstract: Cu-Catalyzed Hydrofluoroacetylation of Alkynes or Alkynyl Carboxylic Acids Leading Highly Stereoselectively to Fluoroacetylated Alkenes

A copper-catalyzed hydrofluoroacetylation of arylacetylenes or alkynyl carboxylic acids with bromofluoroacetates was developed. The reaction shows excellent stereoselectivity to afford fluoroacetylated alkenes in good to excellent yields with a broad substrate scope. A preliminary mechanism study suggested that a radical pathway was involved in the reaction and (phenylethynyl)copper might be the key intermediate for the reaction. B2pin2 also plays an indispensable role in this novel hydrofluoroacetylation reaction.