Palladium-Catalyzed C–N Cross-Coupling of NH-Heteroarenes and Quaternary Ammonium Salts via C–N Bond Cleavage

Abstract

In this paper, we extend the substrate class of Buchwald–Hartwig amination to quaternary ammonium salts. In the presence of Pd(OAc)2 and t-BuXPhos, the coupling of aryl- or arylmethyltrimethylammonium triflates with NH-heteroarenes via C–N bond cleavage affords the desired N-aryl or N-arylmethyl heteroarenes in moderate to excellent yields.