Yao Chaochao, Yang Jinhua, Lu Xiaobiao, Zhang Shuyu, Zhao Junfeng
College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China.
Org Lett. 2020 Aug 21;22(16):6628-6631. doi: 10.1021/acs.orglett.0c02402. Epub 2020 Aug 11.
A novel ynamide-mediated synthesis of thionoesters and dithioesters is described. The selective addition reactions of various monothiocarboxylic acids with ynamide furnish α-thioacyloxyenamides, which undergo transesterification with nucleophilic -OH or -SH species to afford thionoesters and dithioesters, respectively. The broad substrate scope, mild reaction conditions, and excellent yields make this method an attractive synthetic approach to thionoesters and dithioesters.
本文描述了一种新型的炔酰胺介导的硫代酯和二硫代酯的合成方法。各种单硫代羧酸与炔酰胺的选择性加成反应生成α-硫代酰氧基烯酰胺，其分别与亲核性的-OH或-SH物种进行酯交换反应，从而得到硫代酯和二硫代酯。广泛的底物范围、温和的反应条件以及优异的产率使得该方法成为合成硫代酯和二硫代酯的一种有吸引力的合成方法。
