Accessing 3-Sulfonated Vinylsilanes via Sulfonylation of α-Bromoallylsilane Involving Photoinduced Radical Sulfur Dioxide Insertion.

A photocatalytic strategy for synthesizing 3-sulfonated vinylsilanes through photoinduced radical sulfur dioxide insertion into α-bromoallylsilane is presented. Using aryldiazonium or thianthrenium salts as aryl radical precursors, the reaction operates under mild conditions with various photocatalysts and SO2 sources. It exhibits a broad substrate scope, especially offering a practical approach for late-stage modification of drug molecules by providing valuable sulfone-containing vinylsilanes.