Affiliation:
1. Fakultät für Chemie und Chemische Biologie Lehrstuhl für Organische Chemie Technische Universität Dortmund Otto-Hahn-Straße 6 44227 Dortmund Germany
2. Department of Oncology Division of Oncological Imaging University of Alberta Edmonton AB T6G 1Z2 Canada
3. Department of Clinical Radiology and Nuclear Medicine Medical Faculty Mannheim of Heidelberg University Theodor-Kutzer-Ufer 1-3 68167 Mannheim Germany
4. Fakultät für Chemie und Chemische Biologie Technische Universität Dortmund Otto-Hahn-Straße 6 44227 Dortmund Germany
Abstract
AbstractThe ring‐opening Si‐fluorination of a variety of azasilole derivatives cyclo‐1‐(iPr2Si)−4‐X−C6H3−2‐CH2NR (4: R=2,6‐iPr2C6H3, X=H; 4 a: R=2,4,6‐Me3C6H2, X=H; 9: R=2,6‐iPr2C6H3, X=tBuMe2SiO; 10: R=2,6‐iPr2C6H3, X=OH; 13: R=2,6‐iPr2C6H3, X=HCCCH2O; 22: R=2,6‐iPr2C6H3, X=tBuMe2SiCH2O) with different 19F‐fluoride sources was studied, optimized and the experience gained was used in a translational approach to create a straightforward 18F‐labelling protocol for the azasilole derivatives [18F]6 and [18F]14. The latter constitutes a potential clickable CycloSiFA prosthetic group which might be used in PET tracer development using Cu‐catalysed triazole formation. Based on our findings, CycloSiFA has the potential to become a new entry into non‐canonical labelling methodologies for radioactive PET tracer development.
Funder
Natural Sciences and Engineering Research Council of Canada
Subject
General Chemistry,Catalysis