Green Synthesis of Thiosulfonates and Sulfonyl Halides

Using the oxidation between 2-iodoylbenzoic acid (IBX) and tetrabutylammonium bromide (TBAB), thiophenols and thiols reacted rapidly to form corresponding thiosulfonates at room temperature, and 11 thiosulfonates were obtained with yields ranging from 54% to 83%. It was also found that the catalytic system in the presence of aqueous HCl (w=36%) and HBr (w=46%) oxidatively halogenated thiophenols and thiols, respectively, 11 kinds of sulfonyl chlorides and 11 kinds of sulfonyl bromides were obtained with yields ranging from 62% to 84%. The method has the advantages of simple and efficient, simple post-treatment, green oxidant and solvent, mild conditions, etc. All products were confirmed by 1H NMR, 13C NMR structure.