Minimalist approach meets green chemistry: Synthesis of 18F‐ labeled (hetero)aromatics in pure ethanol
- 4 June 2019
- journal article
- research article
- Published by Wiley in Journal of Labelled Compounds and Radiopharmaceuticals
- Vol. 62 (8) , 404-410
Abstract
The application of toxic solvents and additives is inevitable for most of the described protocols for 18F‐labeling. Herein, a novel “green” procedure for nucleophilic aromatic radiofluorination of highly activated (hetero)aromatic substrates in pure EtOH is described. Using this method a series of 18F‐labeled (hetero)arenes have been synthesized in radiochemical yields (RCYs) of up to 97%.Keywords
Funding Information
- Deutsche Forschungsgemeinschaft (ZL 65/1-1)
- European Regional Development Fund (LS-1-2-023c/EFRE-0800973, LS-1-2-023b/EFRE-0800992)
This publication has 25 references indexed in Scilit:
- Copper‐Mediated Aromatic Radiofluorination Revisited: Efficient Production of PET Tracers on a Preparative ScaleChemistry – A European Journal, 2015
- Neither azeotropic drying, nor base nor other additives: a minimalist approach to 18F-labelingOrganic & Biomolecular Chemistry, 2014
- A General Copper‐Mediated Nucleophilic 18F Fluorination of ArenesAngewandte Chemie, 2014
- Copper-Catalyzed [18F]Fluorination of (Mesityl)(aryl)iodonium SaltsOrganic Letters, 2014
- Synthesis of 18F‐Labelled β‐Lactams by Using the Kinugasa ReactionChemistry – A European Journal, 2014
- Application of Palladium-Mediated 18F-Fluorination to PET Radiotracer Development: Overcoming Hurdles to TranslationPLOS ONE, 2013
- Nickel-Mediated Oxidative Fluorination for PET with Aqueous [18F] FluorideJournal of the American Chemical Society, 2012
- 2-(3-{1-Carboxy-5-[(6-[18F]Fluoro-Pyridine-3-Carbonyl)-Amino]-Pentyl}-Ureido)-Pentanedioic Acid, [18F]DCFPyL, a PSMA-Based PET Imaging Agent for Prostate CancerClinical Cancer Research, 2011
- Evaluation of18F-Labeled Benzodioxine Piperazine-Based Dopamine D4Receptor Ligands: Lipophilicity as a Determinate of Nonspecific BindingJournal of Medicinal Chemistry, 2011
- Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: Improved synthesis of [18F]GBR‐13119Journal of Labelled Compounds and Radiopharmaceuticals, 1989