Litcius/Paper detail

Electrochemical Oxidative Difunctionalization of Diazo Compounds with Diselenides and Nucleophiles

Lei Zhan, Yi‐Chen Tao, Lei Gao, Mu‐Xue He, Ying‐Ming Pan, Ye Zhang, Xian‐Li Ma, Zu‐Yu Mo

2024Organic Letters16 citationsDOI

Abstract

An electrochemical oxidative difunctionalization of diazo compounds with diselenides and nucleophiles has been developed. This innovative approach yields a diverse array of selenium-containing pyrazole esters and alkoxy esters, overcoming the limitations of traditional synthesis methods. Remarkably, various nucleophiles, including acids, alcohols, and pyrazoles, can be seamlessly incorporated. Notably, this protocol boasts high atom efficiency, excellent functional group tolerance, and good efficiency and operates under transition metal- and oxidant-free conditions, distinguishing it in the field.

Topics & Concepts

ChemistryNucleophileDiazoCombinatorial chemistryPyrazoleElectrochemistryAlkoxy groupOrganic chemistryCatalysisAlkylElectrodePhysical chemistryCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods