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Sodium Acetate-catalyzed Regiospecific and High Stereose- lective Aminobromination of β,β-Dicyanostyrene Derivatives with NBS as Nitrogen/Bromine Source 被引量:1

Sodium Acetate-catalyzed Regiospecific and High Stereose- lective Aminobromination of β,β-Dicyanostyrene Derivatives with NBS as Nitrogen/Bromine Source
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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.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2012年第4期830-836,共7页 中国化学(英文版)
关键词 aminobromination β β-dicyanostyrene derivatives REGIOSPECIFICITY high stereoselectivity NBS sodium acetate aminobromination,β,β-dicyanostyrene derivatives, regiospecificity, high stereoselectivity, NBS, sodium acetate
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