Visible‐Light‐Accelerated C−H Sulfinylation of Heteroarenes

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.     

Polystyrene and Silica Gel–Supported,AlCl3-Catalyzed Preparation of Diaryl Sulfoxides from Arenes and Thionyl Chloride

A simple, chemoselective, and efficient method has been developed for direct conversion of arenes to symmetrical diaryl sulfoxides using thionyl chloride in the presence of a catalytic amount of cross-linked polystyrene-supported aluminium chloride (Ps-AlCl₃) and silica gel–supported aluminium chloride (SiO₂-AlCl₃). These solid acid catalysts are stable and can be easily recovered and reused without appreciable change in their efficiency.     

A novel synthetic approach towards 2-guanidinomethyl-4(5)-sulfamoylimidazoles

A library of 2-guanidinomethyl-4(5)-sulfamoylimidazoles was synthesised in a convergent manner by introducing a sulfonyl chloride group via a trianion electrophilic sulfinylation of suitably protected 2-guanidinomethyl imidazoles.