Huang Guoling, Ye Jianlin, Bashir Muhammad Adnan, Chen Yuetong, Chen Wenjing, Lu Xunbo
Laboratory of Marine Green Fine Chemicals, School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang, 524048, P. R. China.
Peking University ShenZhen Graduate School, Shenzhen, 518055, P. R. China.
J Org Chem. 2023 Aug 18;88(16):11728-11734. doi: 10.1021/acs.joc.3c00999. Epub 2023 Jul 28.
In this study, we present a novel, efficient method for the oxidative amination of sulfenamides using diacetoxyiodobenzene (PhI(OAc)) and amines under basic conditions. This innovative technique streamlines the synthesis of sulfinamidines under mild, metal-free conditions, achieving outstanding yields of up to 99%. Furthermore, we propose possible pathways that elucidate the observed molecular sequence of events in this reaction. This cutting-edge approach not only advances the synthesis of valuable sulfinamidine compounds but also expands the synthetic toolbox available to chemists, paving the way for future discoveries in organic synthesis and potential applications in medicinal chemistry.
在本研究中，我们提出了一种新颖、高效的方法，即在碱性条件下使用二乙酰氧基碘苯（PhI(OAc)₂）和胺对亚磺酰胺进行氧化胺化反应。这种创新技术在温和、无金属的条件下简化了亚磺脒的合成，实现了高达99%的优异产率。此外，我们提出了可能的反应途径，以阐明该反应中观察到的分子事件序列。这种前沿方法不仅推动了有价值的亚磺脒化合物的合成，还扩展了化学家可用的合成工具箱，为有机合成领域的未来发现以及药物化学中的潜在应用铺平了道路。
