Litcius/Paper detail

Electrochemical Generation of a Nonstabilized Azomethine Ylide: Access to Substituted <i>N</i>-Heterocycles

Rakesh Kumar, Prabal Banerjee

2021The Journal of Organic Chemistry20 citationsDOI

Abstract

Azomethine ylides are fascinating 1,3-dipoles for [3 + 2] cycloaddition reactions toward the construction of N-heterocycles. Herein, an efficient and environmentally benign electrochemical approach for the generation of a nonstabilized azomethine ylide has been established under metal-free and external oxidant-free conditions. The resulting 1,3-dipole undergoes a [3 + 2] cycloaddition reaction with olefins. This electrosynthetic methodology indulges a straightforward and facile approach for the construction of substituted pyrrolidines.

Topics & Concepts

Azomethine ylideCycloadditionElectrochemistryChemistry1,3-Dipolar cycloadditionReaction conditionsCombinatorial chemistryOrganic chemistryCatalysisElectrodePhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions