Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling
Yueyue Ma, Jufei Hong, Xiantong Yao, Chengyu Liu, Ling Zhang, Youtian Fu, Maolin Sun, Ruihua Cheng, Zhong Li, Jinxing Ye
Abstract
We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp2)–C(sp3) bonds.
Topics & Concepts
ChemistryArylRedoxNickelElectrochemistryElectrolysisCatalysisAnodeCoupling reactionElectrosynthesisEnvironmentally friendlyCombinatorial chemistryCathodeInorganic chemistryOrganic chemistryElectrodePhysical chemistryBiologyAlkylElectrolyteEcologyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques