Visible-Light-Mediated Synthesis of Anomeric S-Aryl Glycosides via Electron Donor–Acceptor Complex Using Thianthrenium Salts

<i>S</i>-Aryl glycosides are not only popular glycosyl donors in carbohydrate chemistry but also serve as valuable tools in various biological studies, which has brought significant attention to their preparation. However, there remains a pressing need for greener synthesis methods in this area. In response, a mild, sustainable, and metal- and photocatalyst-free electron donor-acceptor (EDA)-mediated approach for synthesizing <i>S</i>-Aryl glycosides using 1-thiosugar and aryl thianthrenium salt was developed. Our strategy utilizes 1-thiosugar as the donor, overcoming the traditional reliance on electron-rich thiols, such as aryl or carbonyl thiols, typically required for forming EDA complexes.

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Publication Details

Journal
Molecules
Published
2025-03-14
DOI
https://doi.org/10.3390/molecules30061315
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible-Light-Mediated Synthesis of Anomeric S-Aryl Glycosides via Electron Donor–Acceptor Complex Using Thianthrenium Salts

Qingju Zhang, Liming Wang, Zhen Wang, Yufeng Zhang et al.
1 links
Molecules
Carbohydrate Chemistry and Synthesis
article

Visible-Light-Mediated Synthesis of Anomeric S-Aryl Glycosides via Electron Donor–Acceptor Complex Using Thianthrenium Salts

Qingju Zhang, Liming Wang, Zhen Wang, Yufeng Zhang, Yuping Liu, Zhiqiang Yu, Zhuoyi Zhou
article en

Abstract

<i>S</i>-Aryl glycosides are not only popular glycosyl donors in carbohydrate chemistry but also serve as valuable tools in various biological studies, which has brought significant attention to their preparation. However, there remains a pressing need for greener synthesis methods in this area. In response, a mild, sustainable, and metal- and photocatalyst-free electron donor-acceptor (EDA)-mediated approach for synthesizing <i>S</i>-Aryl glycosides using 1-thiosugar and aryl thianthrenium salt was developed. Our strategy utilizes 1-thiosugar as the donor, overcoming the traditional reliance on electron-rich thiols, such as aryl or carbonyl thiols, typically required for forming EDA complexes.

MoleculesVol. 30(6)
Jiangxi Normal University (CN)
National Natural Science Foundation of China, Jiangxi Provincial Department of Science and Technology, Jiangxi Normal University
Responsible consumption and production
Openalex Percentile: Top 96%
Carbohydrate Chemistry and Synthesis
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