Chemical Communications · 2018 · 48 citations · 42 references
Ring-opening FluorinationCyclic ThioethersChemical EngineeringCross-coupling ReactionEngineeringHeterocyclicAlkene MetathesisPotassium FluorideFluorous SynthesisOrganic ChemistryRing-opening Fluorination ProtocolChemistryHeterocycle ChemistrySaturated Sulfur HeterocyclesFluorine Source
Herein, we report an aryne triggered ring-opening fluorination protocol of a great variety of saturated sulfur heterocycles. A key factor for the success is the identification of a suitable mediator. Compared to previous methods, this transition-metal free protocol employs low-cost potassium fluoride as the fluorine source. The operational simplicity and mild reaction conditions allow for the rapid synthesis of a wide range of aliphatic fluoride compounds in good yields.
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Oxidative Aliphatic C-H Fluorination with Fluoride Ion Catalyzed by a Manganese Porphyrin
Wei Liu, Xiongyi Huang, Mu‐Jeng Cheng et al. · Science · 2012 · 556 citations