Late-Stage 18F/19F Isotopic Exchange for the Synthesis of 18F‑Labeled Sulfamoyl Fluorides

Synthesis of sulfamoyl [18F]­fluorides has been a challenging topic owing to the inefficient nucleophilic radiofluorination of sulfamoyl derivatives. Herein, we report an 18F/19F isotopic exchange approach to synthesize various sulfamoyl [18F]­fluorides, otherwise inaccessible via direct synthesis f...

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Veröffentlicht in:Organic letters 2021-04, Vol.23 (7), p.2766-2771
Hauptverfasser: Jeon, Min Ho, Kwon, Young-Do, Kim, Min Pyeong, Torres, Gianluca Bartolini, Seo, Jeong Kon, Son, Jeongmin, Ryu, Young Hoon, Hong, Sung You, Chun, Joong-Hyun
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Sprache:eng
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Zusammenfassung:Synthesis of sulfamoyl [18F]­fluorides has been a challenging topic owing to the inefficient nucleophilic radiofluorination of sulfamoyl derivatives. Herein, we report an 18F/19F isotopic exchange approach to synthesize various sulfamoyl [18F]­fluorides, otherwise inaccessible via direct synthesis from amines, with high radiochemical yields up to 97% (30 examples). This late-stage labeling protocol offers an efficient route to yield functionalized molecules by diversifying the chemical library possessing sulfamoyl functionalities through nucleophilic 18F incorporation within nitrogen-containing sulfur­(VI) frameworks.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00671