A Universal Procedure for the [18F]Trifluoromethylation of Aryl Iodides and Aryl Boronic Acids with Highly Improved Specific Activity |
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| Authors: | Dion van&#x;der&#x;Born Claudia Sewing J D M Herscheid Albert D Windhorst Romano V A Orru Danielle J Vugts |
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| Affiliation: | 1. Department of Radiology and Nuclear Medicine, VU University Medical Center, De Boelelaan 1085c, 1081 HV Amsterdam (The Netherlands);2. Department of Chemistry and Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines and Systems (AIMMS), VU University Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam (The Netherlands) |
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| Abstract: | Herein, we describe a valuable method for the introduction of the 18F]CF3 group into arenes with highly improved specific activity by the reaction of 18F]trifluoromethane with aryl iodides or aryl boronic acids. This 18F]trifluoromethylation reaction is the first to be described in which the 18F]CF3 products are generated in actual trace amounts and can therefore effectively be used as PET tracers. The method shows broad scope with respect to possible aryl iodide and aryl boronic acid substrates, as well as good to excellent conversion. In particular, the 18F]trifluoromethylation of boronic acids was found to outperform 18F]trifluoromethylation reactions of halogenated aryl precursors with regard to conversion, reaction conditions, and kinetics. |
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| Keywords: | fluorine‐18 isotopic labeling radiochemistry specific activity trifluoromethylation |
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