title: A practical and convenient fluorination of 1,3-dicarbonyl compounds using aqueous HF in the presence of iodosylbenzene.
abstract: A simple, practical, and convenient fluorination of 1,3-dicarbonyl compounds was achieved by direct use of aqueous hydrofluoric acid and iodosylbenzene (PhIO). The reaction of ethyl benzoylacetate with the reagent system of aqueous HF and PhIO in CH(2)Cl(2) gave ethyl 2-fluoro-2-benzolyacetate in 98% yield. Other 1,3-dicarbonyl compounds including β-keto esters and 1,3-diketones underwent the fluorination reaction to give the corresponding fluorinated products in good yields.
authors.affiliation: Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, Saga 840-8502, Japan. kitamura@cc.saga-u.ac.jp
authors.forename: Tsugio
authors.initials: T
authors.lastname: Kitamura
authors.forename: Satoshi
authors.initials: S
authors.lastname: Kuriki
authors.forename: Mohammad Hasan
authors.initials: MH
authors.lastname: Morshed
authors.forename: Yuji
authors.initials: Y
authors.lastname: Hori
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D054879:Halogenation; D006858:Hydrofluoric Acid / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D002254:Carbonates; D007462:Iodobenzenes; D006858:Hydrofluoric Acid; C037276:iodosobenzene