文献类型：期刊文献

英文题名：Water-Mediated Three-Component Wittig-SNAr Reactions

作者：Xu, Zian;Zhai, Wanwan;Feng, Congpeng;Liu, Hongwei[1];Zhao, Jianhong;Yu, Xinhong

机构：[1]E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China; E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

年份：2015

卷号：26

期号：6

起止页码：820

外文期刊名：SYNLETT

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000351583700020)，CCR-EXPANDED(收录号:WOS:000351583700020)】；

基金：We gratefully acknowledge financial support from the Natural Science Foundation of China (21476078 and 20972051) and the Science and Technology Commission of Shanghai Municipality (12431900900, 12431900902, 08431901800 and 08430703900).

语种：英文

外文关键词：three-component reaction; Wittig reaction; SNAr; water

摘要：A novel one-pot, three-component Wittig-SNAr approach to ethyl (E)-3-[4-(morpholino-1-yl)-3-nitrophenyl]acrylate, ethyl (E)-3-[3-cyano-4-(morpholino-1-yl)phenyl]acrylates, ethyl (E)-3-[2-(morpholino-1-yl)-5-nitrophenyl]acrylate, ethyl (E)-3-[5-(morpholino-1-yl)-4-nirtofuryl-2-yl]acrylates, and their analogues, which would be used as intermediates of aurora 2 kinase inhibitors ,etc. has been developed starting from readily available nitro- or cyano-group-activated haloaromatic aldehydes, secondary amines, quaternary phosphonium salts, and sodium hydroxide, using water as a solvent, with high stereoselectivity and in moderate to high yield. The noteworthy features of this one-pot, three-component process is highlighted by its rapid and highly efficient formation of a new C(sp(2))-N bond and a new C(sp(2))-C(sp(2)) double bond using water as a simple nontoxic convenient and environmentally benign solvent under metal-free mild reaction conditions.