Copper-Catalyzed C4-H Regioselective Phosphorylation/Trifluoromethylation of Free 1-Naphthylamines

A novel and facile copper-catalyzed synthetic methodology was developed to access a large variety of 4-phosphoryl-substituted 1-naphthylamines by reacting various 1-naphthylamines with different diarylphosphine oxides in the presence of Cu(OAc) 2 and Ag 2 CO 3 in one pot under mild reaction conditions. This copper-catalyzed synthetic system was also suitable for being employed to synthesize 4-trifluoromethyl-substituted 1-naphthylamines by reacting various 1-naphthylamines with Togni’s reagent in the presence of CuI and NaOAc in DMSO in one pot under mild reaction conditions.