title: C-(4-[18F]fluorophenyl)-N-phenyl nitrone: A novel 18F-labeled building block for metal free [3+2]cycloaddition.
abstract: Radiofluorination via [3+2]-nitrone-alkene cycloaddition was studied using the model reaction between (18)F-labeled C-(4-fluorophenyl)-N-phenyl nitrone ([(18)F]1) and substituted maleimides 2a-c. [(18)F]1 was prepared in RCY of 73.6±5.8% and radiochemical purity of >95%. Cycloaddition of [(18)F]1 to 2a in toluene at 80°C and in EtOH at 110°C gave the respective isoxazolidine [(18)F]5a in >80% RCY at 10min reaction time. Reaction between [(18)F]1 and 2b, c also went smoothly to afford the respective cycloaddition products in high radiochemical yields.
authors.affiliation: Max Planck Institute for Neurological Research, Gleueler Straße 50, 50931 Cologne, Germany.
authors.forename: Boris D
authors.initials: BD
authors.lastname: Zlatopolskiy
authors.forename: René
authors.initials: R
authors.lastname: Kandler
authors.forename: Felix M
authors.initials: FM
authors.lastname: Mottaghy
authors.forename: Bernd
authors.initials: B
authors.lastname: Neumaier
mesh_terms: D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods; D008670:Metals / Q000737:chemistry; D009589:Nitrogen Oxides / Q000138:chemical synthesis*
chemical_list: D005462:Fluorine Radioisotopes; D008670:Metals; D009589:Nitrogen Oxides; C015388:nitrones