title: Recent Advances in the Application of Selectfluor™ F-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Synthesis.
abstract: Selectfluor™ F-TEDA-BF4 (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo [2.2.2]octane bis(tetrafluoroborate) is not only one of the most efficient and popular reagents for electrophilic fluorination, but as a strong oxidant is also a convenient mediator or catalyst of several "fluorine-free" functionalizations of organic compounds. Its applications as a mediator in transformations of oxidizable functional groups or gold-catalyzed C-C and C-heteroatom oxidative coupling reactions, a catalyst in formation of various heterocyclic rings, a reagent or catalyst of various functionalizations of electron-rich organic compounds (iodination, bromination, chlorination, nitration, thiocyanation, sulfenylation, alkylation, alkoxylation), a catalyst of one-pot-multi-component coupling reactions, a catalyst of regioselective ring opening of epoxides, a deprotection reagent for various protecting groups, and a mediator for stereoselective rearrangement processes of bicyclic compounds are reviewed and discussed.
authors.affiliation: Laboratory for Organic and Bioorganic Chemistry, "Jožef Stefan" Institute, Jamova 39, 1000 Ljubljana, Slovenia. stojan.stavber@ijs.si.
authors.forename: Stojan
authors.initials: S
authors.lastname: Stavber
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D017611:Fluorine Compounds / Q000138:chemical synthesis / Q000737:chemistry; D008670:Metals / Q000737:chemistry
chemical_list: D017611:Fluorine Compounds; D008670:Metals