Photoredox-Catalyzed Deconstructive Sulfinamidation of Pro-Aromatic Carbocycles: A Sustainable Approach

Abstract

Sulfinamides make up a class of valuable chemicals with broad applications in organic synthesis and pharmaceutical research. Herein, we report a photocatalytic method for the straightforward synthesis of functionalized alkylsulfinamides from spiro pro-aromatic carbocycles with excellent atom economy. A variety of pro-aromatic carbocycles readily undergo C–C bond cleavage/sulfinamidation with N-sulfinylamines, yielding distally and site-specifically heteroarylated alkylsulfinamides with excellent yields and remarkable functional group tolerance. Mechanism studies indicate a radical pathway for this transformation.