Methyl 3,3,3-trifluoro-2-diazopropionate for the synthesis of functionalized styrenes

Abstract

The efficient method for the synthesis of novel trifluoromethyl-containing hydroxy- and aminostyrenes has been developed. The reaction sequence includes the selective insertion of CF₃-substituted carbene, which was catalytically derived from methyl 3,3,3-trifluoro-2-diazopropionate, into the OH- or NH-bonds of easily available o-bromophenol and o-bromoaniline derivatives followed by a bromine substitution for vinyl group via Pd-catalyzed Stille reaction.