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  • Title: Silicon powder: the first nonmetal elemental catalyst for aminobromination of olefins with TsNH(2) and NBS.
    Author: Wei JF, Chen ZG, Lei W, Zhang LH, Wang MZ, Shi XY, Li RT.
    Journal: Org Lett; 2009 Sep 17; 11(18):4216-9. PubMed ID: 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.
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