Asymmetric Alkyl and Aryl/Azolation of Alkenes via a Single Cu(I) Complex
Xiaodong Ma, Guozhu Zhang
Abstract
The copper-catalyzed, highly enantioselective alkyl and aryl/azolation of alkenes is reported. The employment of the chiral carbazole-based bisoxazoline (Cbzbox) ligand is critical to the success of this chemistry. Anionic tridentate ligands improve the reducibility of copper complexes, facilitating alkyl/aryl radical generation and providing good enantiocontrol in the azolation. The three-component coupling reactions feature mild reaction conditions and tolerate broad range of functional groups. This strategy allows straightforward introduction of valuable azole functionalities into a elaborated molecular system through direct C–H functionalization.
Topics & Concepts
AlkylArylChemistryEnantioselective synthesisCombinatorial chemistryAzoleCarbazoleLigand (biochemistry)CatalysisOrganic chemistryAntifungalMedicineBiochemistryReceptorDermatologyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions