Sodium Acetate-catalyzed Regiospecific and High Stereose- lective Aminobromination of β,β-Dicyanostyrene Derivatives with NBS as Nitrogen/Bromine Source  

作　　者：李文丽 陈战国 周继梅 胡均利 夏伟 

机构地区：[1]Key Laboratory for Macromolecular Science of Shaanxi Province,Xi'an,Shaanxi 710062,China [2]School of Chemistry and Chemical Engineering,Shaanxi Normal University,Xi'an,Shaanxi 710062,China

出　　处：《Chinese Journal of Chemistry》2012年第4期830-836,共7页中国化学（英文版）

摘　　要：An easy and efficient method for the aminobromination of β,β-dicyanostyrene derivatives with NBS as the aminobrominating reagent in CH3CN catalyzed by NaOAc （10 mol%） is developed. This protocol provides con- venient process to convert β,β-dicyanostyrene derivatives into the vicinal haloamines with full regiospecificity and high stereoselectivety in the ice-water bath in air. The reaction is high efficient in yielding the corresponding ami- nobrominated products in excellent yields （up to 95%） under these conditions. The outcome indicated that the reac- tion has an electrophilic addition feature. 12 Eexamples of β,β-dicyanostyrene derivatives have been investigated.An easy and efficient method for the aminobromination of β,β-dicyanostyrene derivatives with NBS as the aminobrominating reagent in CH3CN catalyzed by NaOAc （10 mol%） is developed. This protocol provides con- venient process to convert β,β-dicyanostyrene derivatives into the vicinal haloamines with full regiospecificity and high stereoselectivety in the ice-water bath in air. The reaction is high efficient in yielding the corresponding ami- nobrominated products in excellent yields （up to 95%） under these conditions. The outcome indicated that the reac- tion has an electrophilic addition feature. 12 Eexamples of β,β-dicyanostyrene derivatives have been investigated.

关 键 词：aminobromination β β-dicyanostyrene derivatives REGIOSPECIFICITY high stereoselectivity NBS sodium acetate 

分 类 号：O636.1[理学—高分子化学] TV697.39[理学—化学]