Photooxidation of Thioethers to Sulfoxides and the Self-Initiating Mechanism Evidenced by DFT Calculations

A catalyst-free photoaerobic protocol has been developed for the highly selective oxidation of thioethers in the presence of acetic acid. Based on DFT calculations, the thioether-O<sub>2</sub> complex is identified as the photosensitizer to trigger the radical cascade. This protocol enables the green synthesis of alkyl-aryl, diaryl, and dialkyl sulfoxides, including pharmaceutical molecules.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-04
DOI
https://doi.org/10.1021/acs.joc.5c02776
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
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article

Photooxidation of Thioethers to Sulfoxides and the Self-Initiating Mechanism Evidenced by DFT Calculations

Lifang Tian, Hao Zhu, Shilin Chen, Zixuan Hu et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Photooxidation of Thioethers to Sulfoxides and the Self-Initiating Mechanism Evidenced by DFT Calculations

Lifang Tian, Hao Zhu, Shilin Chen, Zixuan Hu, Qifu Deng, Yufeng Li, Chao Feng, Tingting Zhu, Zhangyi Wang
article en

Abstract

A catalyst-free photoaerobic protocol has been developed for the highly selective oxidation of thioethers in the presence of acetic acid. Based on DFT calculations, the thioether-O<sub>2</sub> complex is identified as the photosensitizer to trigger the radical cascade. This protocol enables the green synthesis of alkyl-aryl, diaryl, and dialkyl sulfoxides, including pharmaceutical molecules.

The Journal of Organic ChemistryVol. 91(7)
Nanjing Tech University (CN)
Openalex Percentile: Top 66%
Sulfur-Based Synthesis Techniques
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