Paper
N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines.
Published Apr 16, 2014 · Xiaoe Wang, Daqian Xu, Chengxia Miao
Organic & biomolecular chemistry
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Abstract
A facile and transition-metal-free method was developed through merging the ring opening of benzoxazoles with secondary amines and N-bromosuccinimide (NBS) mediated oxidative cyclization toward the synthesis of 2-aminobenzoxazoles. NBS was selected as a powerful oxidant in the oxidative cyclization of ring-opening amidines to provide the desirable 2-aminobenzoxazoles in excellent yields (up to 94%).
N-bromosuccinimide (NBS) effectively oxidizes benzoxazoles and secondary amines, leading to the facile and transition-metal-free synthesis of 2-aminobenzoxazoles in excellent yields (up to 94%).
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