硅粉：烯烃与 TsNH（2）和 NBS 的氨基溴化反应的第一个非金属元素催化剂。
Silicon powder: the first nonmetal elemental catalyst for aminobromination of olefins with TsNH(2) and NBS.
机构信息
School of Chemistry and Materials Science, Shaanxi Normal University, Shaanxi Xi'an 710062, PR China.
出版信息
Org Lett. 2009 Sep 17;11(18):4216-9. doi: 10.1021/ol9015833.
PMID:19681580
Abstract
Silicon powder was found, for the first time, to be an efficient alternative to transition metal catalysts for aminobromination of alpha,beta-unsaturated carbonyl compounds and simple olefins with p-toluenesulfonamide (4-TsNH(2)) and NBS, affording the aminobrominated products in high yields and regio- and stereoselectivity. The high reactivity of electron-rich substrates reveals that the reaction has the electrophilic addition feature.
摘要
首次发现硅粉是一种高效的替代过渡金属催化剂，用于 α,β-不饱和羰基化合物和简单烯烃的氨基溴化反应，与对甲苯磺酰胺（4-TsNH(2)) 和 NBS 反应，以高产率和区域选择性、立体选择性得到氨基溴化产物。富电子底物的高反应性表明反应具有亲电加成特征。
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