Synthesis of 18F‐Difluoromethylarenes from Aryl (Pseudo) Halides. (5th August 2016)

• Record Type: Journal Article
• Authors: Shi, Hang; Braun, Augustin; Wang, Lu; Liang, Steven H.; Vasdev, Neil; Ritter, Tobias
• Is Part Of: Angewandte Chemie. Volume 128:Number 36(2016)
• Page Start: 10944
• Page End: 10948
• Publication Date: 2016-08-05
• Subjects: Aryl(pseudo)halogenide -- Difluormethylarene -- Fluor-18 -- Positronenemissionstomographie -- Radiopharmaka; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201604106
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A general method for the synthesis of [ 18 F]difluoromethylarenes from [ 18 F]fluoride for radiopharmaceutical discovery is reported. The method is practical, operationally simple, tolerates a wide scope of functional groups, and enables the labeling of a variety of arenes and heteroarenes with radiochemical yields (RCYs, not decay‐corrected) from 10 to 60 %. The 18 F‐fluorination precursors are readily prepared from aryl chlorides, bromides, iodides, and triflates. Seven 18 F‐difluoromethylarene drug analogues and radiopharmaceuticals including Claritin, fluoxetine (Prozac), and [ 18 F]DAA1106 were synthesized to show the potential of the method for applications in PET radiopharmaceutical design.