Electrochemical Cross-Dehydrogenative Coupling of P(O)–H/P–H Bonds with Heteroatom Nucleophiles: Access to P(O)–N and P(S)–X Compounds
Sifeng Li, Xingchen Li, Dilnigar Askar, Xiaoye Mo, Ablikim Obolda, Xiao Li, Jigang Gao, Bin Cheng
Abstract
A unified electrochemical cross-dehydrogenative coupling (CDC) of heteroatom nucleophiles with H-phosphine oxides, H-phosphinates, H-phosphites, and in situ-formed H-phosphine sulfides has been developed for the synthesis of N -aryl phosphamides, phosphoramidates, thiophosphamides, phosphinodithioates, and phosphinothioates. This electrochemical reaction exhibited good function tolerance and high atomic economy under metal-, light-, base-, and oxidant-free conditions with releasing molecular hydrogen as the sole and nontoxic byproduct.
Topics & Concepts
NucleophileHeteroatomElectrochemistryCoupling (piping)ChemistryMedicinal chemistryMaterials scienceRing (chemistry)Organic chemistryPhysical chemistryElectrodeMetallurgyCatalysisCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsAsymmetric Hydrogenation and Catalysis