Visible-Light-Induced Esterification of Carboxylic Acids with Arylsulfonium Salts

A photoinduced copper-mediated acyloxylation of arylthianthrenium or arylphenoxathiinium salts with either aliphatic or aromatic carboxylic acids is described for the convenient synthesis of <i>O</i>-aryl esters. The reaction has shown obvious advantages, such as high efficiency, good functional group tolerance, excellent chemoselectivity, and capacity for esterification of complex drug molecules, offering a practical synthetic route to multifunctionalized and sterically congested <i>O</i>-aryl esters, which are potentially useful in the development of new prodrugs or twin drugs.

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Publication Details

Journal
Organic Letters
Published
2025-01-27
DOI
https://doi.org/10.1021/acs.orglett.4c04755
Citations
8
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
7.49

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article

Visible-Light-Induced Esterification of Carboxylic Acids with Arylsulfonium Salts

Cheng‐Pan Zhang, Xia Fang
8 citations
Organic Letters
Radical Photochemical Reactions
7.49
article

Visible-Light-Induced Esterification of Carboxylic Acids with Arylsulfonium Salts

Cheng‐Pan Zhang, Xia Fang
article en
8 citations

Abstract

A photoinduced copper-mediated acyloxylation of arylthianthrenium or arylphenoxathiinium salts with either aliphatic or aromatic carboxylic acids is described for the convenient synthesis of <i>O</i>-aryl esters. The reaction has shown obvious advantages, such as high efficiency, good functional group tolerance, excellent chemoselectivity, and capacity for esterification of complex drug molecules, offering a practical synthetic route to multifunctionalized and sterically congested <i>O</i>-aryl esters, which are potentially useful in the development of new prodrugs or twin drugs.

Organic LettersVol. 27(5)
Wuhan University of Technology (CN), Institute for Neurodegenerative Disorders (US)
Natural Science Foundation of Shandong Province, Wuhan University of Technology
Openalex Percentile: Top 3%
Radical Photochemical Reactions
7.49
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