A nickel-catalyzed reductive cross coupling between organic iodides and thiosulfonates and a selennofonate under mild conditions is disclosed. This pracitical method provides facile access to a series of unsymmetrical thioethers...

A family of electrophilic deuterated methylthiolating reagents, S-(methyl-d 3) arylsulfonothioates, was developed in two or three steps from cheap d 4-MeOH in high yields. S-(Methyl-d 3) arylsulfonothioates represent a kind of powerful deuterated methylthiolating reagent and allow modular trideuteromethylthiolation with a variety of nucleophiles or electrophiles including aryl­(hetero) iodides, boronic acids esters, terminal alkynes, diazonium salts, β-ketoester, and oxindole under mild reaction conditions. A structure–reactivity research (SAR) study was conducted and provided a new avenue for the development of deuterated methylthiolating reagents and efficient methodology for trideuteromethylthiolation.

Unsymmetrical sulfides have been widely found in the filelds of pharmaceutical industry, organic synthesis, and material science. As a result, it will be of great signifance to discover mild and...

The nonbasic synthesis of unsymmetrical thioethers via nickel-catalyzed reductive thiolation between aryl(hetero) iodides and N-thioimides is illustrated. N-Bromosuccinimide (NBS)-like Nthioimides were found quite reactive toward thiolation with carbon electrophiles, and a series of structurally varied thioethers were successfully prepared under mild reaction conditions. The transformation was featured with the new application of the NBS-like reagents, good functional group tolerance, and late-stage modification of biologically active scaffolds, thus providing an expeditious and efficient platform to construct polyfunctional thioethers.