CycloSiFA: Die nächste Generation von Silicium‐basierten Fluoridakzeptoren für die Positronenemissionstomographie (PET)

Abstract

The 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; 4a: 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.