Substrate-controlled divergent remote C–H and N–H polyfluoroarylation of 2-aminopyrimidines with polyfluoroarenes via Pd(ii)/Pd(0) catalysis

Abstract

Substrate-controlled product divergence in the reaction of 2-aminopyrimidines with polyfluoroarenes under palladium catalysis is demonstrated for the first time. The reaction of secondary N-alkylpyrimidine-2-amines with polyfluoroarenes leads to C5–H polyfluoroarylation via C–H/C–H coupling, while secondary N-aryl substituents yield N–H polyfluoroarylation, forming triarylamines.