Shuang Gao, Travis K Bethel, T. Kakeshpour
Jul 3, 2018
Citations
0
Influential Citations
10
Citations
Journal
The Journal of organic chemistry
Abstract
Electrophilic bromination of pyrroles bearing carbonyl substituents at C-2 typically results in a mixture of the 4- and 5-brominated species, generally favoring the 4-position. Herein, we describe a substrate-controlled regioselective bromination in which tetra-butyl ammonium tribromide (TBABr3) reacts with pyrrole-2-carboxamide substrates to yield the 5-brominated species as the predominant (up to >10:1) product.