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Electrochemical Dearomative Dihydroxylation and Hydroxycyclization of Indoles

Ju Wu, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent

2020Advanced Synthesis & Catalysis29 citationsDOIOpen Access PDF

Abstract

Abstract We describe a simple and sustainable MgBr 2 ‐mediated electrochemical dearomative dihydroxylation and hydroxycyclization reactions of indoles with water. MgBr 2 is used in substoichiometric amount and acts as an electrolyte and potentially as a redox mediator to indirectly oxidize the indole nucleus into a bromonium ion which is involved in the aforementioned reactions. magnified image

Topics & Concepts

DihydroxylationIndole testRedoxElectrochemistryChemistryMediatorCombinatorial chemistryHydroxylationOrganic chemistryElectrodeBiologyEnantioselective synthesisPhysical chemistryEndocrinologyCatalysisEnzymeRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods
Electrochemical Dearomative Dihydroxylation and Hydroxycyclization of Indoles | Litcius