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Metal, iodine and oxidant-free electrosynthesis of substituted indoles from 1-(2-aminophenyl)alcohols

Chengcheng Yuan, Xiangxing Huang, Yi Lu, Fang Zheng, Chengkou Liu, Beining Chen, Kai Guo

2022Green Synthesis and Catalysis13 citationsDOIOpen Access PDF

Abstract

A green and straightforward electrosynthesis of substituted indoles has been developed through dehydration and intramolecular dehydrogenative C–N bond-forming radical cross-coupling from 1-(2-aminophenyl)alcohols under metal, iodine and oxidant-free conditions. This electrochemical indole synthesis strategy has an excellent functional group, water and air tolerance. And, a possible cyclization process was proposed based on the radical-trapping, intermediate verification, cyclic voltammetry, EPR and control experiments.

Topics & Concepts

ElectrosynthesisChemistryIndole testIntramolecular forceCyclic voltammetryIodineElectrochemistryPhotochemistryRadicalCombinatorial chemistryOrganic chemistryElectrodePhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Metal, iodine and oxidant-free electrosynthesis of substituted indoles from 1-(2-aminophenyl)alcohols | Litcius