Issue 16, 2019

Thiol substrate-promoted dehydrogenative cyclization of arylmethyl thiols with ortho-substituted amines: a universal approach to heteroaromatic compounds

Abstract

A thiol substrate-promoted one-pot synthesis of a library of heteroaromatic compounds was developed. Benzo[d]oxazole, benzo[d]thiazole, benzo[d]imidazole, oxazolo[4,5-b]pyridine and naphtho[2,3-d]oxazole derivatives were obtained under metal-free and external oxidant-free conditions in moderate to excellent yields. Commercially available substrates and the absence of supplemental catalysts, oxidants or additives make this method both practical and efficient.

Graphical abstract: Thiol substrate-promoted dehydrogenative cyclization of arylmethyl thiols with ortho-substituted amines: a universal approach to heteroaromatic compounds

Supplementary files

Article information

Article type
Research Article
Submitted
26 Apr 2019
Accepted
13 Jun 2019
First published
15 Jun 2019

Org. Chem. Front., 2019,6, 2844-2849

Thiol substrate-promoted dehydrogenative cyclization of arylmethyl thiols with ortho-substituted amines: a universal approach to heteroaromatic compounds

J. Zhang, M. Qiao, L. Chen, Y. Dong, C. Jiao, S. Liao and Y. Wu, Org. Chem. Front., 2019, 6, 2844 DOI: 10.1039/C9QO00554D

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