The Journal of Organic Chemistry · 2021 · 26 citations · 47 references
Natural SciencesChemistryElectroanalytical MethodsElectrochemistryOrganic ChemistryElectrochemical SynthesisRedox-active MaterialsC - H Bond FunctionalizationElectrochemical C - C Bond FormationElectrochemical C - H ActivationElectrochemical C - N Bond FormationElectrochemical C - O Bond FormationElectrochemical Reaction MechanismsElectroorganic Synthesis
Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.
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