Radiochemical Synthesis of Alkyl Geminal <sup>18</sup>F-Difluoroalkyl Motifs Mediated by Silver(I) Oxide
<sup>18</sup>F radiotracers are used in positron emission tomography imaging for medical diagnosis and drug development. Current methods to synthesize <sup>18</sup>F-polyfluorinated functional groups are limited in substrate scope and result in radiotracers with low molar activities (<i>A</i><sub><i>m</i></sub>). We disclose the synthesis of a range of <sup>18</sup>F-difluoroalkyl groups by nucleophilic substitution of geminal bromofluoroalkyl electrophiles with [<sup>18</sup>F]fluoride mediated by Ag<sub>2</sub>O. The utility of this transformation to support (pre)clinical imaging is demonstrated by translation to an automated synthesizer.
Authors
- Jasmine Hind (ORCID: https://orcid.org/0009-0000-9553-4176)
- Pawan K. Mishra (ORCID: https://orcid.org/0000-0003-1141-3487)
- Matthew Tredwell (ORCID: https://orcid.org/0000-0002-4184-5611)
- Ian A. Fallis
Institutions
- University Hospital of Wales (GB)
- Cardiff University (GB)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-06
- DOI
- https://doi.org/10.1021/acs.orglett.5c00187
- Citations
- 6
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 4.74
Funders
- Engineering and Physical Sciences Research Council