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可见光诱导的Merrifield 树脂负载 Rose Bengal 为催化剂的肉桂酸与亚硫酸钠的脱羧磺酰化反应。

Visible-light-induced decarboxylative sulfonylation of cinnamic acids with sodium sulfinates by using Merrifield resin supported Rose Bengal as a catalyst.

机构信息

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.

出版信息

Org Biomol Chem. 2019 Jun 5;17(22):5578-5585. doi: 10.1039/c9ob00790c.

Abstract

A visible-light-induced decarboxylative sulfonylation of cinnamic acids with sodium sulfinates for the synthesis of vinyl sulfones was developed. The reaction proceeded smoothly in the presence of Merrifield resin supported Rose Bengal ammonium salt as a photocatalyst and tert-butyl hydroperoxide (70% in water) as an oxidant in aqueous DMSO solution at room temperature under green LED (530-535 nm) irradiation under an air atmosphere, generating the desired products in good yields. Notably, the supported catalyst can easily be separated from the reaction mixture by filtration and can be recycled at least six times without any significant loss of activity.

摘要

发展了一种可见光诱导的肉桂酸与亚磺酸钠的脱羧磺酰化反应,用于合成乙烯基砜。在空气气氛下,Merrifield 树脂负载的 Rose Bengal 铵盐作为光催化剂,叔丁基过氧化氢(70%水溶液)作为氧化剂,在水-DMSO 溶液中,于室温下,在绿色 LED(530-535nm)照射下,该反应顺利进行,以良好的收率得到了所需的产物。值得注意的是,负载催化剂可以通过过滤很容易地从反应混合物中分离出来,并且可以至少重复使用六次而没有任何显著的活性损失。

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