Cobalt–Tertiary Amine Mediated Peroxy-trifluoromethylation and -halodifluoromethylation of Alkenes with CF2XBr (X = F, Cl, Br) and tert-Butyl Hydroperoxide

Abstract

AbstractAn efficient cobalt-tertiary amine mediated peroxy-trifluoromethylation and -halodifluoromethylation of alkenes with simple and inexpensive CF2XBr (X = F, Cl, Br) has been described. This method demonstrated broad substrate scope and good to high yields with the tolerance of mono-, di-, and trisubstituted alkenes with both electron-donating and electron-withdrawing groups. The protocol provides an efficient access to various β-peroxyl trifluoromethyl/halodifluoromethyl derivatives. Further transformation of these type of compounds into other useful molecules, such as a ketene aminal, an α-trifluoromethyl ketone, and a gem-difluoroalkene, demonstrated the utility of this methodology.