Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
Org Biomol Chem. 2022 Jun 15;20(23):4714-4718. doi: 10.1039/d2ob00737a.
The highly regioselective conjugate addition of isoxazol-5-ones to ethenesulfonyl fluoride (ESF) has been developed. In the presence of different bases, 2-alkylated and C4-alkylated isoxazol-5-ones with a sulfonyl fluoride group were obtained separately with good to excellent yields. Further transformations with amines and phenol gave sulfonamides and sulfonates. The intriguing combination of isoxazol-5-ones and the sulfonyl fluoride group produces valuable products for drug discovery.
现已开发出异恶唑-5-酮与亚磺酰氟（ESF）的高区域选择性共轭加成反应。在不同碱的存在下，分别以良好至优异的收率得到了带有磺酰氟基团的 2-烷基化和 C4-烷基化异恶唑-5-酮。进一步与胺和苯酚进行转化可得到磺酰胺和磺酸盐。异恶唑-5-酮与磺酰氟基团的这种有趣组合为药物发现产生了有价值的产物。
