Synlett

Convenient and Stereoselective Synthesis of Symmetrical (E)-Stilbenes via Homocoupling of 1, 3-Dibenzylbenzotriazolium Bromides

X Xiao, D Lin, S Tong, H Luo, Y He, H Mo

Index: Xiao, Xiaohui; Lin, Daqin; Tong, Shuitian; Luo, Hong; He, Yinfeng; Mo, Hailan Synlett, 2011 , # 12 p. 1731 - 1734

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Citation Number: 3

Abstract

Considering 1-substituted benzotriazoles are good leaving groups and benzotriazolium ylides are good nucleophiles, we tried to prepare the stilbenes from the homocoupling of 1,3-disubstituted benzotriazolium salts in the presence of base. As expected, 1,2-diphenylethene (2a) was isolated in good yield (Table [¹] , entry 1) from the reaction of 1,3-dibenzylbenzotriazolium bromide 1a with KOt-Bu. In order to improve the yield of 2a, the effect of the solvent and base was ...