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Issue 16, 2019

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

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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


Submitted
26 Apr 2019
Accepted
13 Jun 2019
First published
15 Jun 2019

Org. Chem. Front., 2019,6, 2844-2849
Article type
Research Article

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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