title: Fast and efficient (18) F-labeling by [(18) f]fluorophenylazocarboxylic esters.
abstract: Introduction of [(18) F]fluoride ion into the aromatic core of phenylazocarboxylic esters was achieved in only 30 seconds, with radiochemical yields of up to 95 % (85(±10) %). For labeling purposes, the resulting (18) F-substituted azoester can be further converted in radical-arylation reactions to give biaryls, or in substitutions at its carbonyl unit to produce azocarboxamides.
authors: Abteilung für Chemie und Pharmazie, Pharmazeutische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Schuhstrasse 19, 91052 Erlangen (Germany).
authors: Stefanie K
authors: SK
authors: Fehler
authors: Simone
authors: S
authors: Maschauer
authors: Sarah B
authors: SB
authors: Höfling
authors: Amelie L
authors: AL
authors: Bartuschat
authors: Nuska
authors: N
authors: Tschammer
authors: Harald
authors: H
authors: Hübner
authors: Peter
authors: P
authors: Gmeiner
authors: Olaf
authors: O
authors: Prante
authors: Markus R
authors: MR
authors: Heinrich
mesh_terms: D000818:Animals; D001391:Azo Compounds / Q000737:chemistry* / Q000378:metabolism; D001555:Benzene Derivatives / Q000737:chemistry* / Q000378:metabolism; D001921:Brain / Q000378:metabolism; D016466:CHO Cells; D003412:Cricetulus; D004952:Esters; D005459:Fluorides / Q000737:chemistry*; D007553:Isotope Labeling; D050484:Norepinephrine Plasma Membrane Transport Proteins / Q000378:metabolism; D009928:Organ Specificity; D010879:Piperazines / Q000737:chemistry* / Q000378:metabolism; D049268:Positron-Emission Tomography; D011869:Radioligand Assay; D019275:Radiopharmaceuticals / Q000737:chemistry* / Q000378:metabolism; D051381:Rats; D044282:Receptor, Serotonin, 5-HT1A / Q000378:metabolism; D050637:Receptors, Dopamine D3 / Q000378:metabolism
chemical_list: C000589851:2-(4-(18F)fluorophenyl)-N-(4-(4-(2-methoxyphenyl)piperazin-1-yl)but-1-yl)azocarboxamide; D001391:Azo Compounds; D001555:Benzene Derivatives; D004952:Esters; D050484:Norepinephrine Plasma Membrane Transport Proteins; D010879:Piperazines; D019275:Radiopharmaceuticals; D050637:Receptors, Dopamine D3; C000589852:tert-butyl 2-(4-(18F)fluorophenyl)azocarboxylate; D044282:Receptor, Serotonin, 5-HT1A; D005459:Fluorides
keywords: azo compounds; dopamine; fluorine; nucleophilic substitution; positron emission tomography