Expedient Access to 18F-Fluoroheteroarenes via Deaminative Radiofluorination of Aniline-Derived Pyridinium Salts

Angew Chem Int Ed Engl. 2024 Apr 16:e202404945. doi: 10.1002/anie.202404945. Online ahead of print.ABSTRACTHerein, we disclose that pyridinium salts derived from abundant (hetero)anilines represent a novel precursor class for nucleophilic aromatic substitution reactions with [18F]fluoride. The value of this new 18F-fluorodeamination is demonstrated with the synthesis of over 30 structurally diverse and complex heteroaryl 18F-fluorides, several derived from scaffolds that were yet to be labelled with fluorine-18. The protocol tolerates heteroarenes and functionalities commonly found in drug discovery libraries, and is amenable to scale-up and automation on a commercial radiosynthesiser.PMID:38624193 | DOI:10.1002/anie.202404945
Source: Angewandte Chemie - Category: Chemistry Authors: Source Type: research