Silicon powder: the first nonmetal elemental catalyst for aminobromination of olefins with TsNH(2) and NBS.
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.
Wei
Jun-Fa
JF
School of Chemistry and Materials Science, Shaanxi Normal University, Shaanxi Xi'an 710062, PR China. weijf@snnu.edu.cn
Chen
Zhan-Guo
ZG
Lei
Wei
W
Zhang
Li-Hui
LH
Wang
Ming-Zheng
MZ
Shi
Xian-Ying
XY
Li
Run-Tao
RT
D000475:Alkenes / Q000737:chemistry*; D001966:Bromine / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D011208:Powders / Q000737:chemistry; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
D000475:Alkenes; D011208:Powders; D013449:Sulfonamides; D001966:Bromine; D012825:Silicon