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Updated: Jul 16, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Trace water in a BF3·OEt2 system: a facile access to sulfinyl alkenylsulfones from alkynes and sodium sulfinates
Shi-Wei Yu1, Zu-Jia Chen1, Zhao-Hua Chen1
1School 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. wangzy@scnu.edu.cn.
Abstract:
A highly efficient and operationally simple method for the synthesis of β-sulfinyl alkenylsulfones through a BF3·OEt2-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 BF3·OEt2 catalytic system.
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