Water-Mediated Electrooxidative-Nucleophilic Substitution to Access Unsymmetrical Thiosulfonates from Sodium
Hua-Tao Wu1, Jia Song1, Jia-Yi Chen1
1State Key Laboratory of Macromolecular Drugs and Large-scale Manufacturing, School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou325035, China.
Abstract:
An environmentally benign electrochemical approach has been developed for the construction of unsymmetric thiosulfonates in water. This method does not require organic solvents, chemical oxidants, or metal catalysts and proceeds smoothly at room temperature, demonstrating a tolerance for a broad range of functional groups. Mechanistic studies revealed that water serves as both a solvent and a reaction reagent. Furthermore, the antibacterial properties of thiosulfonates were evaluated, revealing that S-isopropyl-4-methylbenzenesulfonothioate demonstrates promising antibacterial activity against both Staphylococcus aureus and Streptococcus mutans.
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