Visible-Light-Accelerated C-H Sulfinylation of Heteroarenes
Andreas Uwe Meyer1, Alexander Wimmer1, Burkhard König1
1University of Regensburg, Faculty of Chemistry and Pharmacy, 93040, Regensburg, Germany.
Abstract:
Heteroaromatic sulfoxides are a frequent structural motif in natural products, drugs, catalysts, and materials. We report a metal-free visible-light-accelerated synthesis of heteroaromatic sulfoxides from sulfinamides and peroxodisulfate. The reaction proceeds at room temperature with blue-light irradiation and allows the C-H sulfinylation of electron-rich heteroarenes, such as pyrroles and indoles. An electrophilic aromatic substitution mechanism is proposed based on the substrate scope, substitution selectivity, and competition experiments with different nucleophiles.
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