American Chemical Society
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Silicon Powder: The First Nonmetal Elemental Catalyst for Aminobromination of Olefins with TsNH2 and NBS

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journal contribution
posted on 2009-09-17, 00:00 authored by Jun-Fa Wei, Zhan-Guo Chen, Wei Lei, Li-Hui Zhang, Ming-Zheng Wang, Xian-Ying Shi, Run-Tao Li
Silicon powder was found, for the first time, to be an efficient alternative to transition metal catalysts for aminobromination of α,β-unsaturated carbonyl compounds and simple olefins with p-toluenesulfonamide (4-TsNH2) 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.