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BF·OEt体系中的痕量水:一种从炔烃和亚磺酸钠轻松制备亚磺酰基烯基砜的方法。

Trace water in a BF·OEt system: a facile access to sulfinyl alkenylsulfones from alkynes and sodium sulfinates.

作者信息

Yu Shi-Wei, Chen Zu-Jia, Chen Zhao-Hua, Chen Si-Hong, Yang Kai, Xu Wen-Jin, Wang Zhao-Yang

机构信息

School of Chemistry, South China Normal University; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou, Guangdong 510006, P. R. China.

College of pharmacy, Gannan Medical University, Ganzhou 341000, P. R. China.

出版信息

Org Biomol Chem. 2023 Oct 4;21(38):7776-7781. doi: 10.1039/d3ob01249b.

Abstract

A highly efficient and operationally simple method for the synthesis of β-sulfinyl alkenylsulfones through a BF·OEt-promoted reaction of alkynes and sodium sulfinates is developed, successfully avoiding the complicated anhydrous treatment before the reaction and greatly simplifying the reaction conditions. As a facile and selective route to the targets, it features good functional group compatibility, mild conditions, easily available starting materials, and excellent yields. Notably, the trace water in solvent plays a key role in promoting the reaction, which provides a more practical pathway for the utilization of the BF·OEt catalytic system.

摘要

开发了一种通过炔烃与亚磺酸钠的BF·OEt促进反应合成β-亚磺酰基烯基砜的高效且操作简单的方法,成功避免了反应前复杂的无水处理并大大简化了反应条件。作为一条通向目标产物的简便且选择性的路线,它具有良好的官能团兼容性、温和的条件、易于获得的起始原料以及优异的产率。值得注意的是,溶剂中的痕量水在促进反应中起关键作用,这为BF·OEt催化体系的应用提供了一条更实用的途径。

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