Wang Hui-Hong, Shi Tao, Gao Wei-Wei, Zhang Hong-Hua, Wang Yong-Qiang, Li Jun-Fang, Hou Yong-Sheng, Chen Jin-Hong, Peng Xue, Wang Zhen
School of Pharmacy, Lanzhou University, West Dong gang Road. No. 199, Lanzhou 730000, China.
Org Biomol Chem. 2017 Oct 4;15(38):8013-8017. doi: 10.1039/c7ob02101a.
A simple and practical ring-closure procedure to prepare a range of diverse heterocycles has been developed. In this transformation, a variety of substituted (thio)salicylamides and thiosalicylic acids undergo a double 1,4-addition reaction with propiolate derivatives in the presence of an inorganic base (KPO), as a result benzothiazinones, benzoxazinones and benzoxathiinones were prepared in good to excellent yields, respectively, even in gram scales. In addition, further transformation towards more complex structures and oxicam drug analogues has also been successfully carried out.
已开发出一种简单实用的环化方法来制备一系列不同的杂环化合物。在该转化过程中，多种取代的（硫代）水杨酰胺和硫代水杨酸在无机碱（KPO）存在下与丙炔酸酯衍生物发生双1,4-加成反应，结果分别以良好至优异的产率制备出苯并噻嗪酮、苯并恶嗪酮和苯并恶硫酮，甚至可以达到克级规模。此外，还成功实现了向更复杂结构和昔康类药物类似物的进一步转化。
