Direct 18F-Fluorosulfurylation of Phenols and Amines Using an [18F]FSO2+ Transfer Agent Generated In Situ

Min Pyeong Kim; Hojin Cho; Swatilekha Kayal; Min Ho Jeon; Jeong Kon Seo; Jeongmin Son; Jinsil Jeong; Sung You Hong; Joong-Hyun Chun

doi:10.1021/acs.joc.3c00512

Direct ¹⁸F-Fluorosulfurylation of Phenols and Amines Using an [¹⁸F]FSO₂⁺ Transfer Agent Generated In Situ

J Org Chem. 2023 May 5;88(9):6263-6273. doi: 10.1021/acs.joc.3c00512. Epub 2023 Apr 9.

Authors

Min Pyeong Kim¹, Hojin Cho², Swatilekha Kayal¹, Min Ho Jeon¹, Jeong Kon Seo³, Jeongmin Son², Jinsil Jeong², Sung You Hong¹, Joong-Hyun Chun²

Affiliations

¹ Department of Chemistry and Department of Chemical Engineering, Graduate School of Carbon Neutrality, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Republic of Korea.
² Department of Nuclear Medicine, Yonsei University College of Medicine, Seoul 03722, Republic of Korea.
³ UNIST Central Research Facility, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Republic of Korea.

PMID: 37032486
DOI: 10.1021/acs.joc.3c00512

Abstract

We report the direct radiofluorosulfurylation method for the synthesis of ¹⁸F-labeled fluorosulfuryl derivatives from phenols and amines using an [¹⁸F]FSO₂⁺ transfer agent generated in situ. Nucleophilic radiofluorination is achieved even in a hydrous organic medium, obviating the need for azeotropic drying and the use of cryptands. This unprecedented, operationally simple isotopic functionalization facilitates the reliable production of potential radiotracers for positron emission tomography, rendering facile access to SuFEx radiochemistry.