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

…, BP Fors, SL Buchwald

Index: Ueda, Satoshi; Su, Mingjuan; Buchwald, Stephen L. Journal of the American Chemical Society, 2012 , vol. 134, # 1 p. 700 - 706

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Citation Number: 53

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 ...