Palladium-catalyzed cross-coupling of aryl chlorides and triflates with sodium cyanate: A practical synthesis of unsymmetrical ureas

EV Vinogradova, BP Fors…

Index: Vinogradova, Ekaterina V.; Fors, Brett P.; Buchwald, Stephen L. Journal of the American Chemical Society, 2012 , vol. 134, # 27 p. 11132 - 11135

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Citation Number: 56

Abstract

An efficient method for palladium-catalyzed cross-coupling of aryl chlorides and triflates with sodium cyanate is reported. The protocol allows for the synthesis of unsymmetrical N, N′-di- and N, N, N′-trisubstituted ureas in one pot and is tolerant of a wide range of functional groups. Insight into the mechanism of aryl isocyanate formation was gleaned through studies of the transmetalation and reductive elimination steps of the reaction, including the ...