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The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions

An efficient and practical synthesis of benzothiazine by K(2)S initiated sulfur insertion reaction with enaminones via electron catalysis is developed. This protocol provides a new, environment-friendly and simple strategy to construct benzothiazine derivatives via formation of two C–S bonds under t...

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Detalles Bibliográficos
Autores principales: Gu, Zheng-Yang, Cao, Jia-Jia, Wang, Shun-Yi, Ji, Shun-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6013918/
https://www.ncbi.nlm.nih.gov/pubmed/30155050
http://dx.doi.org/10.1039/c6sc00240d
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author Gu, Zheng-Yang
Cao, Jia-Jia
Wang, Shun-Yi
Ji, Shun-Jun
author_facet Gu, Zheng-Yang
Cao, Jia-Jia
Wang, Shun-Yi
Ji, Shun-Jun
author_sort Gu, Zheng-Yang
collection PubMed
description An efficient and practical synthesis of benzothiazine by K(2)S initiated sulfur insertion reaction with enaminones via electron catalysis is developed. This protocol provides a new, environment-friendly and simple strategy to construct benzothiazine derivatives via formation of two C–S bonds under transition metal-free, additive-free and oxidant-free conditions. K(2)S not only provides the sulfur insertion source, but also ignites the reaction through the formation of a trisulfur radical anion and electrons in DMF.
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spelling pubmed-60139182018-08-28 The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions Gu, Zheng-Yang Cao, Jia-Jia Wang, Shun-Yi Ji, Shun-Jun Chem Sci Chemistry An efficient and practical synthesis of benzothiazine by K(2)S initiated sulfur insertion reaction with enaminones via electron catalysis is developed. This protocol provides a new, environment-friendly and simple strategy to construct benzothiazine derivatives via formation of two C–S bonds under transition metal-free, additive-free and oxidant-free conditions. K(2)S not only provides the sulfur insertion source, but also ignites the reaction through the formation of a trisulfur radical anion and electrons in DMF. Royal Society of Chemistry 2016-07-01 2016-03-11 /pmc/articles/PMC6013918/ /pubmed/30155050 http://dx.doi.org/10.1039/c6sc00240d Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Gu, Zheng-Yang
Cao, Jia-Jia
Wang, Shun-Yi
Ji, Shun-Jun
The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title_full The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title_fullStr The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title_full_unstemmed The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title_short The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
title_sort involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6013918/
https://www.ncbi.nlm.nih.gov/pubmed/30155050
http://dx.doi.org/10.1039/c6sc00240d
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