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 t...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.展开更多
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).
文摘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.