Weak coordinated nitrogen functionality enabled regioselective C–H alkynylation<i>via</i>Pd(<scp>ii</scp>)/mono-<i>N</i>-protected amino acid catalysis
Bifu Liu, Wensen Ouyang, Jianhong Nie, Yang Gao, Kejun Feng, Yanping Huo, Qian Chen, Xianwei Li
Abstract
The exploration of weak coordinated amine derivative enabled regioselective C-H functionalization remains challenging due to the elusive achievement of reactivity and selectivity simultaneously. Herein, regioselective C-H alkynylation of various readily transformable nitrogen functionalities was developed with great efficiency, with the assistance of the mono-N-protected amino acid (MPAA) ligand via Pd(ii) catalysis proceeding via 5, 6 and 7-membered palladacycle intermediates.
Topics & Concepts
RegioselectivityAlkynylationCatalysisChemistryLigand (biochemistry)NitrogenStereochemistryMedicinal chemistryPalladiumCombinatorial chemistryOrganic chemistryBiochemistryReceptorCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions