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Issue 19, 2014
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N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines

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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%).

Graphical abstract: N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines

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Publication details

The article was received on 19 Feb 2014, accepted on 07 Mar 2014 and first published on 11 Mar 2014


Article type: Paper
DOI: 10.1039/C4OB00386A
Citation: Org. Biomol. Chem., 2014,12, 3108-3113
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    N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines

    X. Wang, D. Xu, C. Miao, Q. Zhang and W. Sun, Org. Biomol. Chem., 2014, 12, 3108
    DOI: 10.1039/C4OB00386A

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