Electrochemical oxidative N–H/P–H cross-coupling with H<sub>2</sub> evolution towards the synthesis of tertiary phosphines
Yong Yuan, Xue Liu, Jingcheng Hu, Pengjie Wang, Shengchun Wang, Hesham Alhumade, Aiwen Lei
Abstract
Tertiary phosphines(iii) find widespread use in many aspects of synthetic organic chemistry. Herein, we developed a facile and novel electrochemical oxidative N-H/P-H cross-coupling method, leading to a series of expected tertiary phosphines(iii) under mild conditions with excellent yields. It is worth noting that this electrochemical protocol features very good reaction selectivity, where only a 1 : 1 ratio of amine and phosphine was required in the reaction. Moreover, this electrochemical protocol proved to be practical and scalable. Mechanistic insights suggested that the P radical was involved in this reaction.
Topics & Concepts
ElectrochemistryOxidative phosphorylationCoupling (piping)ChemistryOxidative coupling of methaneMedicinal chemistryMaterials scienceOrganic chemistryPhysical chemistryMetallurgyElectrodeBiochemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques