Trace water in a BF3·OEt2 system: a facile access to sulfinyl alkenylsulfones from alkynes and sodium sulfinates

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 co...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-10, Vol.21 (38), p.7776-7781
Hauptverfasser: Shi-Wei, Yu, Zu-Jia, Chen, Zhao-Hua, Chen, Si-Hong, Chen, Yang, Kai, Wen-Jin, Xu, Zhao-Yang, Wang
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Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01249b