Copper-Catalyzed Oxidative Thioamination of Maleimides with Amines and Bunte Salts
Shanshan Shi, Yunfei Ma, Jun Zhou, Jia Li, Luya Chen, Ge Wu
Abstract
Herein, we describe the first example of copper-catalyzed oxidative thioamination of maleimides with secondary amines and Bunte salts with the achievement of C-N and C-S bonds in a single flask. The protocol showcases a prominently broad substrate scope and is also efficient for the late-stage modification of an array of pharmaceuticals. Preliminary mechanistic investigation indicates copper-catalyzed oxidative amination of maleimides with amines to form reactive enaminone and subsequent intermolecular alkenyl C-H thiolation.
Topics & Concepts
ChemistryAminationCatalysisOxidative phosphorylationCopperIntermolecular forceSubstrate (aquarium)Organic chemistryCombinatorial chemistryPolymer chemistryMoleculeBiochemistryGeologyOceanographyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques