文献类型：期刊文献

英文题名：PPh3-catalyzed reactions of alkyl propiolates with N-tosylimines: A facile synthesis of alkyl 2-[aryl(tosylimino)methyl]acrylate and an insight into the reaction mechanism

作者：Liu, Huimin[1]; Zhang, Qiongmei[1]; Wang, Limin[1]; Tong, Xiaofeng[1]

机构：[1] Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai. 200237, China

年份：2010

卷号：16

期号：6

起止页码：1968

外文期刊名：Chemistry - A European Journal

收录：EI(收录号：20100612689916)

语种：英文

外文关键词：Catalysis - Hydrogen

摘要：A new PPh3-catalyzed synthesis of alkyl 2-[aryl(tosylimino) methyl]acrylates from propiolate and N-tosylimine has been developed. Deuterium-labelling experiments show that the reaction mechanism involves several hydrogen-transfer processes, which are not the turnover-limiting step and strongly rely on the nature of the reaction media. The stable phosphonium-enamine zwitterion, which was proven to play an important role in the catalytic cycle, has been isolated and characterised by X-ray analysis ? 2010 Wiley-VCH Verlag GmbH & Cu. KGaA.