文献类型：期刊文献

英文题名：Highly Stereoselective Synthesis of 2-Aminobenzylidene Derivatives by a Convergent 3-Component Approach

作者：Xu, Zian;Ge, Jingying;Wang, Tianchi;Luo, Ting;Liu, Hongwei[1];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：2014

卷号：25

期号：20

起止页码：2913

外文期刊名：SYNLETT

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000345902500015)，CCR-EXPANDED(收录号:WOS:000345902500015)】；

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

语种：英文

外文关键词：convergent cascade; Knoevenagel-SNAr reaction; one-pot reaction; 2-halobenzaldehyde

摘要：An one-pot stereoselective synthesis of 2-aminobenzylidene derivatives from readily available 5-nitro/cyano-activated 2-halobenzaldehydes (2-chloro-5-nitrobenzaldehyde, 2-bromo-5-nitrobenzaldehyde, 2-fluoro-5-nitrobenzaldehyde, 5-cyano-2-fluorobenzaldehyde), the active methylidene compounds (cyanoacetamide and ethyl cyanoacetate), and secondary cycloamines via a novel parallel convergent Knoevenagel-nucleophilic aromatic substitution and nucleophilic aromatic substitution-Knoevenagel condensation cascade approach under mild conditions has been developed with high stereoselectivity and in 52-88% yields.