Chai Ling, Xu Yuanqing, Ding Tao, Fang Xiaomin, Zhang Wenkai, Wang Yanpeng, Lu Minghua, Xu Hao, Yang Xiaobo
College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, P. R. China.
Org Biomol Chem. 2017 Oct 11;15(39):8410-8417. doi: 10.1039/c7ob01887h.
A simple and practical method for I-mediated one-pot synthesis of 3-alkyl-5-aryl-1,2,4-thiadiazoles has been developed; the one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of N-H and S-H bonds mediated by molecular iodine. Meanwhile the protocol uses readily available nitriles and thioamides as the starting materials, molecular iodine as the oxidant, and generates various 1,2,4-thiadiazoles in moderate to good yields with a wide array of functional groups. This method is an efficient approach for the synthesis of unsymmetrically disubstituted 1,2,4-thiadiazoles.
已开发出一种简单实用的方法，用于碘介导的一锅法合成3-烷基-5-芳基-1,2,4-噻二唑；该一锅法反应包括硫代酰胺依次与腈进行分子间加成，以及分子碘介导的N-H和S-H键的分子内氧化偶联。同时，该方法使用易于获得的腈和硫代酰胺作为起始原料，分子碘作为氧化剂，以中等至良好的产率生成各种带有广泛官能团的1,2,4-噻二唑。此方法是合成不对称二取代1,2,4-噻二唑的有效途径。
