An efficient N-heterocyclic carbene (NHC)-catalyzed nucleophilic
acylation of trifluoromethyl ketimines has been developed. The combination
of N-aryl trifluoromethyl ketimines with various
furan-2-carbaldehydes leads chemoselectively to the corresponding α-amino-α-trifluoromethyl
ketones in moderate to very good yields (32-87%)
providing ready access to this pharmaceutically important class
of compounds.
organocatalysis - N-heterocyclic carbenes - aldehyde/ketimine
cross-coupling - α-amino-α-trifluoromethyl
ketones - umpolung