Organic Letters · 2019 · 140 citations · 59 references
Natural SciencesChemistryMedicinal ChemistryCatalysisElectrochemistryOrganic ChemistryCatalytic MechanismsCross-coupling ReactionsDiversity-oriented SynthesisElectrochemical CellsElectrochemical SynthesisHeterocycle SynthesisElectrochemical CyclizationElectrochemical FunctionalizationElectrochemical OxidationElectrochemical Reaction DesignElectrochemical Reaction MechanismsFunctional Group ToleranceScopeUndivided Cells
The catalyst-free electrochemical di- and trifluoromethylation/cyclization of N-substituted acrylamides was realized under external oxidant-free conditions. The strategy provides expedient access to fluoroalkylated oxindoles and 3,4-dihydroquinolin-2(1 H)-ones with ample scope and broad functional group tolerance by mild, direct electrolysis of sodium sulfinates in an undivided cell. Detailed mechanistic studies provided strong support for a SET-based reaction manifold.
59
Electrocatalytic C–H Activation
Nicolas Sauermann, Tjark H. Meyer, Youai Qiu et al. · ACS Catalysis · 2018 · 659 citations