Rapid Electrophilic 211 At-Astatination of Trimethylgermyl Arenes

A set of At-astatoarenes were synthesized from corresponding trimethylgermyl arenes with an average radiochemical conversion (RCC) of ca. 50 % for electron-rich and approx. 70 % in case of electron-deficient arenes. Both electron rich and electron poor substrates were successfully radiolabeled at ro...

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Published inChemPlusChem (Weinheim, Germany) Vol. 89; no. 9; p. e202400254
Main Authors Müller, Marius, Battisti, Umberto Maria, Zabrocki, Merlin, Hansson, Ellinor, Jensen, Holger, Aneheim, Emma, Lindegren, Sture, Herth, Matthias Manfred
Format Journal Article
LanguageEnglish
Published Germany 05.09.2024
Subjects
Electrophilic Aromatic Substitution
Trifluoro Acetic Acid
Astatine-211
Radiopharmaceuticals
Trimethylgermyl Arenes
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Summary:A set of At-astatoarenes were synthesized from corresponding trimethylgermyl arenes with an average radiochemical conversion (RCC) of ca. 50 % for electron-rich and approx. 70 % in case of electron-deficient arenes. Both electron rich and electron poor substrates were successfully radiolabeled at room temperature (RT) using relatively low precursor amounts (0.15 μmol/0.02 mL solvent (7.5 mM)). Ready access to ortho-, para- and meta- astatinated arenes was achievable. Optimized reaction conditions were successfully applied to label a poly (ADP-ribose) polymerase (PARP) inhibitor with a RCC of approx. 50 %. We believe that trimethylgermyl derivatives are a viable addition to the astatination precursor toolbox and facilitate astatination of arenes. The developed labeling method should easily be applicable for productions under good manufacturing practice (GMP).
ISSN:2192-6506
2192-6506
DOI:10.1002/cplu.202400254