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Updated: Aug 6, 2026
![Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F2755.jpg&w=3840&q=50)
Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)
Published on: June 28, 2011
Intramolecular Nonbonded Se···F Interaction-Promoted SuFEx Click Chemistry for the Synthesis of β-Selenyl Sulfonates
Lingxia Chen1, Cuiping Wang1, Siyu Huo2
1Department of Nutrition and Health, China Agricultural University, Beijing100193, China.
Abstract:
An intramolecular nonbonded Se···F interaction-promoted SuFEx click platform has been developed for the modular synthesis of valuable β-selenyl sulfonates and sulfonamides using readily available selenols, ethenesulfonyl fluoride (ESF) and diverse O- and N-nucleophiles. Upon Michael addition of selenols to ESF, the relatively inert sulfonyl group on ESF will become activated via intramolecular nonbonded Se···F interactions, which enables it to react with various O- and N-nucleophiles under mild conditions. In this reaction, the embedded selenium atom plays a dual role by promoting the latent alkyl SuFEx process through Se···F interaction and being retained as a valuable motif in the final products.
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