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Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry
Sulfonyl radical mediated processes have been considered as a powerful strategy for the construction of sulfonyl compounds. However, an efficient and high atom-economical radical approach to the synthesis of sulfonate esters is still rare, owing to the limited tactics to achieve alkoxysulfonyl radic...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9580505/ https://www.ncbi.nlm.nih.gov/pubmed/36320920 http://dx.doi.org/10.1039/d2sc04027a |
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author | Zhang, Chun Yang, Man Qiu, Yanjie Song, Meijun Wang, Hongyan Yang, Min Xie, Wenlin Wu, Jie Ye, Shengqing |
author_facet | Zhang, Chun Yang, Man Qiu, Yanjie Song, Meijun Wang, Hongyan Yang, Min Xie, Wenlin Wu, Jie Ye, Shengqing |
author_sort | Zhang, Chun |
collection | PubMed |
description | Sulfonyl radical mediated processes have been considered as a powerful strategy for the construction of sulfonyl compounds. However, an efficient and high atom-economical radical approach to the synthesis of sulfonate esters is still rare, owing to the limited tactics to achieve alkoxysulfonyl radicals. Herein, an electrochemical anodic oxidation of inorganic sulfites with alcohols is developed to afford alkoxysulfonyl radical species, which are utilized in subsequent alkene difunctionalization to provide various sulfonate esters. This transformation features excellent chemoselectivity and broad functional group tolerance. This new discovery presents the potential prospect for the construction of sulfonate esters, and enriches the electrochemical reaction type. |
format | Online Article Text |
id | pubmed-9580505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-95805052022-10-31 Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry Zhang, Chun Yang, Man Qiu, Yanjie Song, Meijun Wang, Hongyan Yang, Min Xie, Wenlin Wu, Jie Ye, Shengqing Chem Sci Chemistry Sulfonyl radical mediated processes have been considered as a powerful strategy for the construction of sulfonyl compounds. However, an efficient and high atom-economical radical approach to the synthesis of sulfonate esters is still rare, owing to the limited tactics to achieve alkoxysulfonyl radicals. Herein, an electrochemical anodic oxidation of inorganic sulfites with alcohols is developed to afford alkoxysulfonyl radical species, which are utilized in subsequent alkene difunctionalization to provide various sulfonate esters. This transformation features excellent chemoselectivity and broad functional group tolerance. This new discovery presents the potential prospect for the construction of sulfonate esters, and enriches the electrochemical reaction type. The Royal Society of Chemistry 2022-09-30 /pmc/articles/PMC9580505/ /pubmed/36320920 http://dx.doi.org/10.1039/d2sc04027a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Zhang, Chun Yang, Man Qiu, Yanjie Song, Meijun Wang, Hongyan Yang, Min Xie, Wenlin Wu, Jie Ye, Shengqing Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title | Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title_full | Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title_fullStr | Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title_full_unstemmed | Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title_short | Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
title_sort | alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9580505/ https://www.ncbi.nlm.nih.gov/pubmed/36320920 http://dx.doi.org/10.1039/d2sc04027a |
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