Visible-Light-Mediated Metal-Free Desulfonylative Silylation for Alkenyl and Alkynylsilanes with Silacarboxylic Acids

可见光介导的无金属脱磺酰化硅烷化反应,用于烯基硅烷和炔基硅烷与硅羧酸的反应

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Abstract

Herein, we report a brand-new example of visible-light-mediated desulfonylative silylation between silacarboxylic acids and α,β-unsaturated aryl sulfones. Valuable alkenyl and alkynylsilane skeletons had been efficiently synthesized, and abundant substrate sources made the reaction more alternative and widely applicable, simultaneously avoiding limitations from conventional methodologies. Meanwhile, the gram-scale reaction with a hydroxyl-containing substrate and successful involvement of dehydrocholic acid derivatives further demonstrated the practicality of this desulfonylative silylation process. Mechanically, a cascade process with silyl radical addition and PhSO(2) (-) elimination was proposed.

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