An unexpected diethyl azodicarboxylate-promoted dehydrogenation of tertiaryamine and tandem reaction with sulfonyl azide

X Xu, X Li, L Ma, N Ye, B Weng

Index: Xu, Xiaoliang; Li, Xiaonian; Ma, Lei; Ye, Ning; Weng, Bojie Journal of the American Chemical Society, 2008 , vol. 130, # 43 p. 14048 - 14049

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Citation Number: 63

Abstract

It is shown here for the first time that diethyl azodicarboxylate promotes dehydrogenation of tertiaryamines to afford enamines, which subsequently take place in tandem reactions with sulfonyl azides to give the N-sulfonyl amidine derivatives. A number of different substituted tertiaryamines and sulfonyl azides can successfully be coupled, and several functionalized groups are tolerated in this system. The reaction described here is mild, general, and ...