SNAr Radiofluorination with In Situ Generated [18F]Tetramethylammonium Fluoride

Autor:	So Jeong Lee, Katarina J. Makaravage, María T Morales-Colón, Jay S. Wright, Peter J. H. Scott, Melanie S. Sanford, Allen F. Brooks
Rok vydání:	2021
Předmět:	In situ Fluorine Radioisotopes Moisture Chemistry Aryl Organic Chemistry Article Ambient air Quaternary Ammonium Compounds Fluorides chemistry.chemical_compound Nucleophile Nucleophilic aromatic substitution Reagent Tetramethylammonium fluoride Polymer chemistry Radiopharmaceuticals
Zdroj:	J Org Chem
ISSN:	1520-6904 0022-3263
Popis:	This report describes a method for the nucleophilic radiofluorination of (hetero)aryl chlorides, (hetero)aryl triflates, and nitroarenes using a combination of [(18)F]KF•K(2.2.2) and Me(4)N HCO(3) for the in situ formation of a strongly nucleophilic fluorinating reagent (proposed to be [(18)F]Me(4)NF). This method is applied to 24 substrates bearing diverse functional groups, and it generates [(18)F](hetero)aryl fluoride products in good to excellent radiochemical yields in the presence of ambient air/moisture. The reaction is applied to the preparation of (18)F-labeled HQ-415 for potential (pre)clinical use.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bf2781ca0e3fc07a7c34398a945feae4 https://doi.org/10.1021/acs.joc.1c01491 Zobrazit plný text záznamu