Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives

MA McGowan, CZ McAvoy, SL Buchwald

Index: McGowan, Meredeth A.; McAvoy, Camille Z.; Buchwald, Stephen L. Organic Letters, 2012 , vol. 14, # 14 p. 3800 - 3803

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Citation Number: 52

Abstract

A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated.