Organic Letters · 2020 · 24 citations · 40 references
Natural SciencesChemical EngineeringChemistryElectroanalytical MethodsElectrochemistryOrganic ChemistryElectroanalytical ChemistryElectrochemical Cell DesignElectrochemical CellsElectrochemical SynthesisElectrode MaterialsElectrode-electrolyte InterfacesAmination ReactionsElectrochemical AminationElectrochemical Reaction DesignElectrochemical Reaction MechanismsElectrode Reaction MechanismsKetonesSensitivity AssessmentVoltammetry
The electrochemical, oxidative Umpolung reaction of silyl enol ethers utilizing simple iodide salts for the synthesis of α-amino ketones is described. The products were isolated in excellent yields of up to 100%, and various functionalized starting materials were accepted in an undivided electrochemical cell design. Moreover, a sensitivity assessment to ensure an improved reproducibility of the reaction and cyclic voltammetry experiments were performed to postulate a plausible reaction mechanism on their basis.
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