Chen Li-Jia, Kuo Chia-Jou, Liang Chien-Fu
Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan.
J Org Chem. 2023 Aug 4;88(15):10501-10507. doi: 10.1021/acs.joc.3c00477. Epub 2023 Jul 26.
In this study, we developed an efficient method for the synthesis of aryl amides from sodium thiosulfate pentahydrate, organic anhydrides, and aryl azides. Sodium thiosulfate may be used as the sulfur source, which reacts with anhydrides to generate acyl-Bunte salt; this salt reacts with aryl azides the generation of thiocarboxylate. Using our method, we successfully synthesized a key bioactive compound. The advantages of one-pot two-step reactions include operational simplicity, structurally diverse products with favorable yields, use of less toxic odorless reagents, and easy applicability to large-scale operations.
在本研究中,我们开发了一种由五水硫代硫酸钠、有机酸酐和芳基叠氮化物合成芳基酰胺的有效方法。硫代硫酸钠可用作硫源,它与酸酐反应生成酰基 - 邦特盐;该盐与芳基叠氮化物反应生成硫代羧酸盐。使用我们的方法,我们成功合成了一种关键的生物活性化合物。一锅两步反应的优点包括操作简单、产物结构多样且产率良好、使用毒性较小的无味试剂以及易于应用于大规模操作。