title: Nucleophilic fluorination of β-ketoester derivatives with HBF4.
abstract: Treating readily available α-diazo-β-ketoesters with HBF(4) results in nucleophilic fluorination by the usually inert and stable tetrafluoroborate anion. The resulting α-fluoro-β-ketoesters are highly versatile synthetic intermediates, for example in the preparation of fluoro-heterocycles, as illustrated by the direct formation of fluoro-pyrimidines, -pyrazoles and -coumarins in a single step.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.
authors.forename: Raffaele
authors.initials: R
authors.lastname: Pasceri
authors.forename: Hannah E
authors.initials: HE
authors.lastname: Bartrum
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Hayes
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moody
mesh_terms: D001881:Borates; D001888:Boric Acids / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry; D004952:Esters; D054879:Halogenation; D011720:Pyrazoles / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry
chemical_list: D001881:Borates; D001888:Boric Acids; D003374:Coumarins; D004952:Esters; D011720:Pyrazoles; D011743:Pyrimidines; C098759:fluoroboric acid