Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan.
Org Biomol Chem. 2018 Mar 14;16(11):1871-1881. doi: 10.1039/c8ob00178b.
In this paper, we report an efficient synthetic method for thioester formation from sodium thiosulfate pentahydrate, organic halides, and aryl anhydrides. In the one-pot two-step reactions developed in this study, sodium thiosulfate was used as the sulfur surrogate for acylation with anhydrides, followed by substitution with organic halides through the in situ generation of thioaroylate. Furthermore, two important organic compounds could be successfully synthesized using our developed method. The advantages of the one-pot two-step reactions are operational simplicity, structurally diverse products with 42%-90% yields, use of relatively low toxic and odourless reagents, and easy applicability to large-scale operation.
本文报道了一种从五水合硫代硫酸钠、有机卤化物和芳基酸酐合成硫酯的高效合成方法。在本研究中开发的一锅两步反应中，硫代硫酸钠被用作与酸酐酰化的硫代试剂，然后通过硫代羰酸盐的原位生成与有机卤化物进行取代。此外，使用我们开发的方法可以成功合成两种重要的有机化合物。一锅两步反应的优点是操作简单，产物结构多样，产率为 42%-90%，使用相对低毒、无味的试剂，并且易于适用于大规模操作。
