![Author ORCID: We display the ORCID iD icon alongside authors names on our website to acknowledge that the ORCiD has been authenticated when entered by the user. To view the users ORCiD record click the icon. [opens in a new tab]](https://chemrxiv.org/engage/assets/public/chemrxiv/images/logos/orcid.png)
Abstract
Copper-mediated radiolabelling has revolutionised how (hetero)aromatic imaging agents are prepared for positron emission tomography (PET). Despite advancements, this radiochemistry fails to address critical stability, reactivity, and toxicity concerns encountered in many labelling systems, which are paramount for safely and reproducibly generating patient radiomedicines. To overcome these limitations, a copper-mediated 11C-cyanation reaction is presented that leverages heptamethyltrisiloxanes as (hetero)aryl nucleophiles. Rapid ipso-radiocyanation occurs in conversions that surpass related precursors while offering stability and toxicity advantages. Preliminary mechanistic data suggests that a difluoro(methyl)aryl silane may be generated prior to transmetallation. Multiple bioactive scaffolds relevant to (pre)clinical PET were labelled to showcase the broader significance of this protocol, including an automated radiosynthesis of a -opioid receptor antagonist currently under clinical investigation. Overall, adopting aryl silane precursors will augment radiochemical space and support the production of PET nuclear medicines.
Supplementary materials
Title
Supplementary Information
Description
Detailed experimental procedures, product characterizations, and other screening data.
Actions
