One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers

The construction of C-S bonds has garnered significant interest due to the ubiquitous presence of organosulfur compounds in natural products and bioactive molecules. Herein, we report a one-pot, stepwise desulfuration strategy employing trisulfides as precursors for the synthesis of unsymmetrical dialkylthioethers. Our study demonstrates that copper powder facilitates the conversion of trisulfides into disulfides, which subsequently undergo a nickel-catalyzed reductive coupling to afford the desired products. This approach provides a practical, odorless, and broadly applicable method for the synthesis of unsymmetrical dialkylthioethers.

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Publication Details

Journal
Organic Letters
Published
2025-04-17
DOI
https://doi.org/10.1021/acs.orglett.5c01079
Citations
1
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.94

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article

One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers

Shun‐Yi Wang, Weidong Rao, Shusu Shen, Ying Chen et al.
1 citations
Organic Letters
Sulfur-Based Synthesis Techniques
0.94
article

One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers

Shun‐Yi Wang, Weidong Rao, Shusu Shen, Ying Chen, Fei Wang, Ping Song, Jiuwen Xu
article en
1 citations

Abstract

The construction of C-S bonds has garnered significant interest due to the ubiquitous presence of organosulfur compounds in natural products and bioactive molecules. Herein, we report a one-pot, stepwise desulfuration strategy employing trisulfides as precursors for the synthesis of unsymmetrical dialkylthioethers. Our study demonstrates that copper powder facilitates the conversion of trisulfides into disulfides, which subsequently undergo a nickel-catalyzed reductive coupling to afford the desired products. This approach provides a practical, odorless, and broadly applicable method for the synthesis of unsymmetrical dialkylthioethers.

Organic LettersVol. 27(17)
Nanjing Forestry University (CN), Suzhou University of Science and Technology (CN), Laboratoire de Synthèse Organique (FR), Nanjing University (CN)
Cyrus Tang Foundation, National Natural Science Foundation of China, Soochow University, Priority Academic Program Development of Jiangsu Higher Education Institutions
Openalex Percentile: Top 27%
Sulfur-Based Synthesis Techniques
0.94
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One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers — Shun‐Yi Wang, Weidong Rao, et al. · Organic Letters (2025) | TGRS Research Map | TGRS