Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System

A new, simplified method for the synthesis of dimethyl aryl acylsulfonium salts has been developed. A series of dimethyl aryl acylsulfonium bromides were prepared by the reaction of aryl methyl ketones with hydrobromic acid and dimethylsulfoxide (DMSO). This sulfonium salt confirms that bromine prod...

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Detalles Bibliográficos
Autores principales: Cao, Zhiling, Shi, Dahua, Qu, Yingying, Tao, Chuanzhou, Liu, Weiwei, Yao, Guowei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269961/
https://www.ncbi.nlm.nih.gov/pubmed/24352024
http://dx.doi.org/10.3390/molecules181215717
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author Cao, Zhiling
Shi, Dahua
Qu, Yingying
Tao, Chuanzhou
Liu, Weiwei
Yao, Guowei
author_facet Cao, Zhiling
Shi, Dahua
Qu, Yingying
Tao, Chuanzhou
Liu, Weiwei
Yao, Guowei
author_sort Cao, Zhiling
collection PubMed
description A new, simplified method for the synthesis of dimethyl aryl acylsulfonium salts has been developed. A series of dimethyl aryl acylsulfonium bromides were prepared by the reaction of aryl methyl ketones with hydrobromic acid and dimethylsulfoxide (DMSO). This sulfonium salt confirms that bromine production and the bromination reaction take place in the DMSO-HBr oxidation system. What’s more, it is also a key intermediate for the synthesis of arylglyoxals.
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spelling pubmed-62699612018-12-20 Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System Cao, Zhiling Shi, Dahua Qu, Yingying Tao, Chuanzhou Liu, Weiwei Yao, Guowei Molecules Article A new, simplified method for the synthesis of dimethyl aryl acylsulfonium salts has been developed. A series of dimethyl aryl acylsulfonium bromides were prepared by the reaction of aryl methyl ketones with hydrobromic acid and dimethylsulfoxide (DMSO). This sulfonium salt confirms that bromine production and the bromination reaction take place in the DMSO-HBr oxidation system. What’s more, it is also a key intermediate for the synthesis of arylglyoxals. MDPI 2013-12-16 /pmc/articles/PMC6269961/ /pubmed/24352024 http://dx.doi.org/10.3390/molecules181215717 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Cao, Zhiling
Shi, Dahua
Qu, Yingying
Tao, Chuanzhou
Liu, Weiwei
Yao, Guowei
Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title_full Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title_fullStr Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title_full_unstemmed Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title_short Synthesis of Dimethyl Aryl Acylsulfonium Bromides from Aryl Methyl Ketones in a DMSO-HBr System
title_sort synthesis of dimethyl aryl acylsulfonium bromides from aryl methyl ketones in a dmso-hbr system
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269961/
https://www.ncbi.nlm.nih.gov/pubmed/24352024
http://dx.doi.org/10.3390/molecules181215717
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