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Indirect Anodic Monofluorodesulfurization of β-Phenylsulfenyl β-lactams Using a Triarylamine Mediator
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2001
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Chemical EngineeringEngineeringIndirect Anodic OxidationFluorous SynthesisOrganic ChemistryTriarylamine-mediated Anodic FluorodesulfurizationCatalysisSynthetic ChemistryChemistryHalogenationPharmaceutical Chemistryβ-Phenylsulfenyl β-LactamsTriarylamine Mediator
Indirect anodic oxidation of β-phenylsulfenyl β-lactams was carried out using a catalytic amount of triarylamine as a mediator in acetonitrile containing fluoride ions; regioselective monofluorodesulfurization took place to give the corresponding β-fluorinated β-lactams in good yields. This is the first successful example of triarylamine-mediated anodic fluorodesulfurization.