Copper-Catalyzed 8-Aminoquinoline-Directed Oxidative C–H/N–H Coupling for <i>N</i>-Arylation of Sulfoximines
Gowri Sankar Grandhi, Suman Dana, Anup Mandal, Mahiuddin Baidya
Abstract
A copper-catalyzed cross-dehydrogenative C–H/N–H coupling has been devised to access a series of N-arylated sulfoximines in high yield from 8-aminoquinoline-derived benzamides and sulfoximines. The reaction is scalable, and mechanistic studies favor the involvement of an organometallic pathway, where C–H bond cleavage is presumed to be the kinetically relevant step. The utility of sulfoximine-coupled benzamides was displayed through the nickel-catalyzed acceptorless dehydrogenative olefination of benzyl alcohols.
Topics & Concepts
ChemistryCatalysisYield (engineering)Combinatorial chemistryCopperNickelMedicinal chemistryBond cleavageOxidative phosphorylationCatalytic cycleOxidative coupling of methaneCoupling (piping)Organic chemistryBiochemistryMechanical engineeringMaterials scienceMetallurgyEngineeringCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques