Radiochemical synthesis of alkyl geminal 18F-difluoroalkyl motifs mediated by silver(I) oxide

Mishra, Pawan ORCID: https://orcid.org/0000-0003-1141-3487, Hind, Jasmine, Fallis, Ian A. ORCID: https://orcid.org/0000-0001-7361-0182 and Tredwell, Matthew ORCID: https://orcid.org/0000-0002-4184-5611 2025. Radiochemical synthesis of alkyl geminal 18F-difluoroalkyl motifs mediated by silver(I) oxide. Organic Letters 27 (7) , pp. 1724-1728. 10.1021/acs.orglett.5c00187

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Abstract

18F radiotracers are used in positron emission tomography imaging for medical diagnosis and drug development. Current methods to synthesize 18F-polyfluorinated functional groups are limited in substrate scope and result in radiotracers with low molar activities (Am). We disclose the synthesis of a range of 18F-difluoroalkyl groups by nucleophilic substitution of geminal bromofluoroalkyl electrophiles with [18F]fluoride mediated by Ag2O. The utility of this transformation to support (pre)clinical imaging is demonstrated by translation to an automated synthesizer.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Publisher:	American Chemical Society
ISSN:	1523-7060
Funders:	EPSRC
Date of First Compliant Deposit:	14 February 2025
Date of Acceptance:	4 February 2025
Last Modified:	24 Mar 2025 17:00
URI:	https://orca.cardiff.ac.uk/id/eprint/176015

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