SNAr Radiofluorination with In Situ Generated [18F]Tetramethylammonium Fluoride
- 10 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 86 (20), 14121-14130
- https://doi.org/10.1021/acs.joc.1c01491
Abstract
This report describes a method for the nucleophilic radiofluorination of (hetero)aryl chlorides, (hetero)aryl triflates, and nitroarenes using a combination of [F-18]KF center dot K-2.2.2 and Me4NHCO3 for the in situ formation of a strongly nucleophilic fluorinating reagent (proposed to be [F-18]Me4NF). This method is applied to 24 substrates bearing diverse functional groups, and it generates [F-18](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 F-18-labeled HQ-415 for potential (pre)clinical use.Keywords
Funding Information
- National Institute of Biomedical Imaging and Bioengineering (R01EB021155)
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