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Updated: May 29, 2025
![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
Base-Free SuFEx Reaction Promoted by Silica Gel for the Synthesis of β-Sultams
Xinshu Qin1, Minlong Wang1, Jiaman Hou1
1Department of Nutrition and Health, China Agricultural University, Beijing 100193, China.
Abstract:
β-Sultams are recognized as potential antibacterial agents and crucial building blocks in chemical synthesis. Herein, a "SuFEx on silica gel" approach has been developed for one-step synthesis of β-sultams utilizing readily available amines and ethenesulfonyl fluoride (ESF). This process involves a sequential Michael addition of amines to ESF, followed by an intramolecular SuFEx reaction promoted by silica gel. Silica gel facilitates the activation of sulfonyl fluoride through hydrogen bonding between SVI-F and the surface hydroxyl groups on the silica gel and eliminates HF formed during the reaction. Notably, the use of a base, which is typically required in nearly all known SuFEx reactions, was rendered unnecessary. The β-sultam moiety was successfully incorporated into 26 tested primary amines, including pharmaceuticals and natural products, in high yields, showcasing the broad potential applications of this method.
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