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CBr4-Mediated Metal-Free Sulfonamide Synthesis: A Comparative Study Under Batch, Continuous-Flow and Ultrasonic Conditions
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CBr4-Mediated Metal-Free Sulfonamide Synthesis: A Comparative Study Under Batch, Continuous-Flow and Ultrasonic Conditions

Alageswaran Jayaram, Vijay Thavasianandam Seenivasan, Yu-Ming Liu, Yu-Chen Lin, Tsz-Fai Leung, Ching-Ching Yu 和 Wei-Yu Lin
Asian journal of organic chemistry, 卷.15(4), 頁.n/a
01/04/2026
Web of Science ID: WOS:001752373300015

摘要

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Sulfonamides are vital scaffolds in pharmaceuticals and materials chemistry. While most oxidative sulfonamide syntheses predominantly relied iodine-mediated protocols, bromine-based systems remain largely unexplored. In this study, we report a CBr4-mediated oxidative coupling of sodium benzenesulfinamide with diverse primary and secondary amines under metal-free conditions, offering an efficient and sustainable alternative to conventional approaches. The reaction proceeds smoothly under mild conditions, affording a broad range of sulfonamides in high yields with excellent functional group compatibility. Furthermore, comparative studies under batch, continuous-flow, and ultrasound-assisted conditions revealed that the continuous-flow process remarkably reduced reaction time from 4 h to 15.7 min while eliminating the need for external heating and maintaining superior yields. This work not only provides a practical and efficient route to sulfonamides but also fills a significant methodological gap in halogen-mediated oxidative coupling chemistry.

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https://doi.org/10.1002/ajoc.70384檢視
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