A Universal Procedure for the [18F]Trifluoromethylation of Aryl Iodides and Aryl Boronic Acids with Highly Improved Specific Activity. (26th August 2014)

• Record Type: Journal Article
• Authors: van der Born, Dion; Sewing, Claudia; Herscheid, J. (Koos) D. M.; Windhorst, Albert D.; Orru, Romano V. A.; Vugts, Danielle J.
• Is Part Of: Angewandte Chemie. Volume 126:Number 41(2014)
• Page Start: 11226
• Page End: 11230
• Publication Date: 2014-08-26
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201406221
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>