title: Visible-Light-Accelerated C-H Sulfinylation of Heteroarenes.
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.
authors.affiliation: University of Regensburg, Faculty of Chemistry and Pharmacy, 93040, Regensburg, Germany.
authors.forename: Andreas Uwe
authors.initials: AU
authors.lastname: Meyer
authors.affiliation: University of Regensburg, Faculty of Chemistry and Pharmacy, 93040, Regensburg, Germany.
authors.forename: Alexander
authors.initials: A
authors.lastname: Wimmer
authors.affiliation: University of Regensburg, Faculty of Chemistry and Pharmacy, 93040, Regensburg, Germany.
authors.forename: Burkhard
authors.identifier: 0000-0002-6131-4850
authors.initials: B
authors.lastname: König
keywords: Friedel-Crafts reaction; metal-free conditions; sulfinylation; sulfoxide; visible light