Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source

A facile and effective C–H functionalization strategy for the synthesis of 2-mercaptobenzothiazoles and 2-mercaptobenzoxazoles is described. 1,3-Propanedithiol was employed to convert benzothiazoles and benzoxazoles to the corresponding heteroarylthiols in the presence of potassium hydroxide and DMS...

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Detalles Bibliográficos
Autores principales: Xiao, Yan, Jing, Bing, Liu, Xiaoxia, Xue, Hongyu, Liu, Yajun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369980/
https://www.ncbi.nlm.nih.gov/pubmed/30800177
http://dx.doi.org/10.3762/bjoc.15.24
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author Xiao, Yan
Jing, Bing
Liu, Xiaoxia
Xue, Hongyu
Liu, Yajun
author_facet Xiao, Yan
Jing, Bing
Liu, Xiaoxia
Xue, Hongyu
Liu, Yajun
author_sort Xiao, Yan
collection PubMed
description A facile and effective C–H functionalization strategy for the synthesis of 2-mercaptobenzothiazoles and 2-mercaptobenzoxazoles is described. 1,3-Propanedithiol was employed to convert benzothiazoles and benzoxazoles to the corresponding heteroarylthiols in the presence of potassium hydroxide and DMSO. This novel protocol is featured by direct C–H mercaptalization of heteroarenes and a simple reaction system.
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spelling pubmed-63699802019-02-22 Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source Xiao, Yan Jing, Bing Liu, Xiaoxia Xue, Hongyu Liu, Yajun Beilstein J Org Chem Letter A facile and effective C–H functionalization strategy for the synthesis of 2-mercaptobenzothiazoles and 2-mercaptobenzoxazoles is described. 1,3-Propanedithiol was employed to convert benzothiazoles and benzoxazoles to the corresponding heteroarylthiols in the presence of potassium hydroxide and DMSO. This novel protocol is featured by direct C–H mercaptalization of heteroarenes and a simple reaction system. Beilstein-Institut 2019-01-29 /pmc/articles/PMC6369980/ /pubmed/30800177 http://dx.doi.org/10.3762/bjoc.15.24 Text en Copyright © 2019, Xiao et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Xiao, Yan
Jing, Bing
Liu, Xiaoxia
Xue, Hongyu
Liu, Yajun
Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title_full Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title_fullStr Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title_full_unstemmed Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title_short Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
title_sort metal-free c–h mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369980/
https://www.ncbi.nlm.nih.gov/pubmed/30800177
http://dx.doi.org/10.3762/bjoc.15.24
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