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Synthesis of 18F‑Labeled Aryl Fluorosulfates via Nucleophilic Radiofluorination

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posted on 2020-06-26, 14:34 authored by Young-Do Kwon, Min Ho Jeon, Nam Kyu Park, Jeong Kon Seo, Jeongmin Son, Young Hoon Ryu, Sung You Hong, Joong-Hyun Chun
Sulfuryl fluoride gas is a key reagent for SO2F transfer. However, conventional SO2F transfer reactions have limited 18F-radiochemistry translation, due to the inaccessibility of gaseous [18F]­SO2F2. Herein, we report the first SO2F2-free synthesis of aryl [18F]­fluorosulfates from both phenolic and isolated aryl imidazylate precursors with cyclotron-produced 18F. The radiochemical yields ranged from moderate to good with excellent functional group tolerance. The reliability of our approach was validated by the automated radiosynthesis of 4-acetamidophenyl [18F]­fluorosulfate.

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