Assembly of (Hetero)aryl Sulfoximines via Copper-Catalyzed S-Arylation of Sulfinamides with (Hetero)aryl Halides

The combination of CuI and 4-(dimethylamino)picolinamide offers an effective catalytic system for the successful coupling of (hetero)aryl halides (I and Br) with sulfinamides for the first time. A large number of functional groups and heterocycles were tolerated under the coupling conditions, providing a powerful approach for diverse synthesis of pharmaceutically important (hetero)aryl sulfoximines. The efficiency of the coupling reaction was highly dependent upon the electronic nature of (hetero)aryl halides and the substituents at the amide part of sulfinamides. By using enantioenriched sulfinamides as the coupling partners, the reaction proceeds in a highly stereospecific manner to afford (hetero)aryl sulfoximines with excellent enantioselectivity.