One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers
Jiuwen Xu1,2, Ying Chen1,2, Weidong Rao3, Fei Wang4, Shu-Su Shen5, Ping Song1,2,6（宋萍）*, Shun-Yi Wang1,2（汪顺义）*
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China
2Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, P. R. China
3Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, P. R. China
4State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P. R. China
5School of Environmental Science and Engineering, Suzhou University of Science and Technology, No. 99 Xuefu Road Huqiu District, Suzhou 215009, P. R. China
6Analysis and Testing Center, Soochow University, Suzhou 215123, P. R. China
Org. Lett.2025, 27, 4542–4546
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.
Article information: //doi.org/10.1021/acs.orglett.5c01079
