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An efficient synthetic approach to novel α-CF3-substituted E-dehydroornithine derivatives and their phosphorus analogues has been developed via the Cu(i)-catalyzed hydroamination of trifluoromethyl-containing α-allenyl-α-aminocarboxylates and α-allenyl-α-aminophosphonates with primary and secondary amines.

An efficient method for the CF3-carbenoid C-H functionalization of 6-arylpurines has been developed. This protocol uses readily available methyl 3,3,3-trifluoro-2-diazopropionate as a cross-coupling partner and proceeds smoothly under chelation-controlled Rh(iii) catalysis. The reactions provide the corresponding carbene insertion products with high regioselectivity within a few hours and allow the introduction of both the CF3 and carboxylate functions into biologically important purine molecules including nucleoside derivatives.

A convenient strategy for the synthesis of isoxazole-containing α-CF(3)-substituted α-aminocarboxylates and α-aminophosphonates have been developed. The method is based on copper-catalyzed 1,3-dipolar cycloaddition of different aromatic nitrile oxides to functionalized acetylenes.