K3PO4-Catalyzed Regiospecific Bromoamidation of β, β-Dicyanostyrene Derivatives with N-Bromoacetamide（NBA）  

作　　者：CHEN Zhanguo LI Yanan ZHOU Jimei WANG Dan GE Miao 

机构地区：[1]Key Laboratory for Macromolecular Science of Shaanxi Province, Xi'an 710119, P. R. China [2]School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi 'an 710119, P. R. China [3]Tourism and Environment College of Shaanxi Normal University, Xi 'an 710119, P. R. China

出　　处：《Chemical Research in Chinese Universities》2014年第2期266-271,共6页高等学校化学研究（英文版）

基　　金：Supported by the Natural Science Foundation of Shaanxi Province,China（No.2009JM2001）,the Innovation Foundation of Pastgraduate Cultivation of Shaanxi Normal University,China（No.2008CXB009） and Fundamental Research Funds for the Central Universities of China（No.GK261001095）.

摘　　要：An efficient method for the bromoamidation of β,β-dicyanostyrene derivatives with N-bromoacetamide （NBA） was developed.This protocol provides a convenient process to convert β,β-dicyanostyrene derivatives into the vicinal haloamines in excellent yields（up to 99％） at room temperature in the presence of anhydrous K3PO4 as a catalyst without the protection of the inert gaseous in CH2Cl2.A total of 11 examples were investigated and all the products showed the regionspecific feature.Based on the observation of different activities for the different substrates involving the electron-rich or electron-deficient β,β-dicyanostyrenes,a possible Michael addition mechanism was proposed.An efficient method for the bromoamidation of β,β-dicyanostyrene derivatives with N-bromoacetamide （NBA） was developed.This protocol provides a convenient process to convert β,β-dicyanostyrene derivatives into the vicinal haloamines in excellent yields（up to 99％） at room temperature in the presence of anhydrous K3PO4 as a catalyst without the protection of the inert gaseous in CH2Cl2.A total of 11 examples were investigated and all the products showed the regionspecific feature.Based on the observation of different activities for the different substrates involving the electron-rich or electron-deficient β,β-dicyanostyrenes,a possible Michael addition mechanism was proposed.

关 键 词：Bromoamidation β β-Dicyanostyrene derivative N-Bromoacetamide REGIOSPECIFICITY Catalytic reaction 

分 类 号：TQ225.261[化学工程—有机化工] G841[文化科学—体育训练]