Fast Heating-Assisted One-Pot Copper-Catalyzed Sulfonylation and Sulfochlorination of Styrenes

Here, a strategy for the synthesis under fast-heating conditions of vinyl sulfones and beta-chlorosulfones from styrene derivatives, tosyl chloride (TsCl) as sulfonyl and chlorine source, and CuBr-neocuproine as the catalytic system is reported. The reaction occurs through an atom transfer radical addition (ATRA) mechanism to generate the sulfochlorinated adducts followed by E2 elimination to generate the vinyl sulfones. This methodology allows a wide range of vinyl sulfones and beta-chlorosulfones to be obtained using inexpensive reagents in one and five minutes respectively. These reactions appear as an interesting fast and easy-to-handle alternative to obtain these compounds.

Automated summary

A strategy for synthesizing vinyl sulfones and beta-chlorosulfones under fast-heating conditions using inexpensive reagents and a catalytic system has been reported. The reaction involves atom transfer radical addition (ATRA) and E2 elimination, allowing for the quick and easy generation of a wide range of vinyl sulfones and beta-chlorosulfones.