Ethyl pinacol boronates as advantageous precursors for copper-mediated radiofluorination

Hadjipaschalis, Nikolaos, Ortalli, Sebastiano, Chen, Zijun, Paton, Robert S., Ford, Joseph, Tredwell, Matthew ORCID: https://orcid.org/0000-0002-4184-5611 and Gouverneur, Véronique 2025. Ethyl pinacol boronates as advantageous precursors for copper-mediated radiofluorination. Organic Letters 27 (24) , 6545–6550. 10.1021/acs.orglett.5c02055

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Abstract

(Hetero)aryl pinacol boronic esters are routinely used for 18F-labeling and have accelerated numerous diagnostic and drug discovery programs. An analysis of the current state-of-play, however, highlights a pending challenge. Reports have indicated that some pinacol boronic esters are unstable and difficult to purify, hindering broader adoption in the clinic. Herein, we demonstrate that more stable boronic esters derived from 3,4-diethylhexane-3,4-diol (Epin) are highly suitable for copper-mediated radiolabeling. Impact is illustrated with the automated synthesis of [18F]FMZ.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Publisher:	American Chemical Society
ISSN:	1523-7060
Date of First Compliant Deposit:	24 June 2025
Date of Acceptance:	5 June 2025
Last Modified:	24 Jun 2025 09:30
URI:	https://orca.cardiff.ac.uk/id/eprint/178982

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