水中芳基磺酸乙酯对芳烃的亚磺酰化反应
Sulfenylation of Arenes with Ethyl Arylsulfinates in Water.
作者信息
Wei Yueting, He Jing, Liu Yali, Xu Liang, Vaccaro Luigi, Liu Ping, Gu Yanlong
机构信息
School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City 832004, China.
Laboratory of Green S. O. C., Dipartimento di Chimica, Biologia e Biotecnologie, Università Degli Studi di Perugia, Via Elce di Sotto 8, 06123 Perugia, Italy.
出版信息
ACS Omega. 2020 Jul 13;5(29):18515-18526. doi: 10.1021/acsomega.0c02590. eCollection 2020 Jul 28.
A tetrabutylammonium iodide-mediated direct sulfenylation of arenes with ethyl arylsulfinates in water was developed. Various electron-rich arenes and ethyl arylsulfinates were investigated in the reaction, and a series of aryl sulfides were obtained in excellent yields. The advantages of this green protocol were simple reaction conditions (metal-free, water as the solvent, and under air), odorless and easily available sulfur reagent, broad substrate scope, and gram-scale synthesis. Moreover, the potential application of aryl sulfides was exemplified by further transformations.
开发了一种在水中通过碘化四丁基铵介导的芳烃与芳基亚磺酸乙酯的直接亚磺酰化反应。研究了各种富电子芳烃和芳基亚磺酸乙酯在该反应中的情况，并以优异的产率得到了一系列芳基硫醚。该绿色反应方案的优点包括反应条件简单（无金属、以水为溶剂且在空气中进行）、硫试剂无气味且易于获得、底物范围广以及可进行克级合成。此外，通过进一步的转化展示了芳基硫醚的潜在应用。
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