Copper-Catalyzed Chloro-Arylsulfonylation of Styrene Derivatives via the Insertion of Sulfur Dioxide

A copper-catalyzed four-component chloro-arylsulfonylation of styrene derivatives with aryldiazonium tetrafluor-oborates, lithium chloride, and ex-situ generated sulfur dioxide (from SOgen) is presented. This sulfonylation features good functional group compatibility, mild reaction conditions, excellent regioselectivity, and good yields. The robustness and potential of this method have also been successfully demonstrated by a gram-scale reaction. Based on experimental study, a radical-involved mechanism is proposed for the transformation.

Automated summary

In this study, a copper-catalyzed four-component synthesis method for sulfonylation of styrene derivatives was developed, featuring mild reaction conditions and high yields. The robustness and potential of this method were successfully demonstrated through gram-scale reactions. A radical-involved mechanism was proposed based on experimental findings.