Photocatalytic Synthesis of 1,2-Sulfinate-Sulfonate Esters by Four-Component Radical-Polar Crossover Cyclization
Yongxin Zhang1, Xing Fang1, Xinnuo Zhou1
1Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction, State Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensing Technology and Health, College of Chemistry, Central China Normal University, Wuhan, Hubei 430079, China.
Abstract:
Structurally diverse 1,2-sulfinate-sulfonate esters are shown to be conveniently prepared through visible light-induced sulfonation and sulfinylation of difunctionalized alkenes using alcohols and NaHSO3. The reactions proceed under mild conditions in the presence of photocatalysts and HCO2H as an additive, exhibiting good functional group tolerance and a broad scope. Furthermore, this method is scalable and has been successfully applied to synthesize 1,2-disulfonic acid esters. A plausible mechanistic pathway has been proposed based on control experiments.
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