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Updated: May 19, 2026

18F-Labeling of Radiotracers Functionalized with a Silicon Fluoride Acceptor (SiFA) for Positron Emission Tomography
Published on: January 11, 2020
18F-labelling of (hetero)aryl halides via sequential Miyaura borylation/copper-mediated radiofluorination
Abdias N Noel1, Samuel G Greco1, Mami Horikawa1
1Department of Chemistry, University of Michigan 930 North University Avenue Ann Arbor Michigan 48109 USA mssanfor@umich.edu.
Abstract:
This article describes the development of a mild, general, and highly reproducible method for the radiofluorination of (hetero)aryl iodide, bromide, and chloride substrates. This transformation proceeds via sequential Pd-catalysed Miyaura borylation with B2Pin2 followed by in situ Cu-mediated radiofluorination of the (hetero)aryl-BPin intermediate with K18F. Successful implementation of this method required identifying and replacing/removing components of the borylation reaction that impede the radiofluorination step. This method is applied to electronically and sterically diverse (hetero)aryl halides and enables the synthesis of 18F-labelled analogues of bioactive molecules such as indomethacin, dimethomorph, and metaxalone. In addition, this sequence is effective for the radiofluorination of a variety of amino acids and peptides.
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