Litcius/Paper detail

Manganese-Mediated Electrochemical Dearomatization of Indoles To Access 2-Azido Spirocyclic Indolines

Kangdong Mo, Xiaocong Zhou, Ju Wu, Yufen Zhao

2022The Journal of Organic Chemistry23 citationsDOI

Abstract

An efficient and environmentally friendly electrochemical protocol for dearomatization of indoles was developed, delivering a series of azido-containing spirocyclic indolines with good functional group tolerance. This dearomatization process is proposed to result from the oxidation of MnII–N3 species, supported by cyclic voltammetry experiments. Moreover, synthetic transformations can provide an alternative approach to a range of functionalized indolines.

Topics & Concepts

ChemistryElectrochemistryCyclic voltammetryCombinatorial chemistryManganeseFunctional groupEnvironmentally friendlyOrganic chemistryElectrodeBiologyPhysical chemistryPolymerEcologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsAsymmetric Hydrogenation and Catalysis