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

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...

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Bibliographic Details
Published in:中国化学：英文版 2012, Vol.30 (4), p.830-836
Main Author: 李文丽 陈战国 周继梅 胡均利 夏伟
Format: Article
Language:English
Subjects:
NaOAc
NBS
亲电加成
催化
向性
衍生物
醋酸钠
集体
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Summary: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.
ISSN:1001-604X
1614-7065