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使用生物质衍生的铜催化剂通过亚磺酸钠对苯胺进行远程磺酰化反应。

Remote Sulfonylation of Anilines with Sodium Sulfifinates Using Biomass-Derived Copper Catalyst.

作者信息

Yan Xiaoping, Wang Jinguo, Chen Chao, Zheng Kai, Zhang Pengfei, Shen Chao

机构信息

Key Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, China.

Key Laboratory of Organosilicon Chemistry and Material Technology, College of Material, Chemistry and Chemical Engineering, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, China.

出版信息

Molecules. 2024 Oct 11;29(20):4815. doi: 10.3390/molecules29204815.

Abstract

A biomass-based catalyst, CuO@CS-400, was employed as an excellent recyclable heterogeneous catalyst to realize the sulfonylation reaction of aniline derivatives with sodium sulfinates. Various substrates were compatible, giving the desired products moderate to good yields at room temperature. In addition, this heterogeneous copper catalyst was also easy to recover and was recyclable up to five times without considerably deteriorating in catalytic efficiency. Importantly, these sulfonylation products were readily converted to the corresponding 4-sulfonyl anilines via a hydrolysis step. The method offers a unique strategy for synthesizing arylsulfones and has the potential to create new possibilities for developing heterogeneous copper-catalyzed C-H functionalizations.

摘要

一种基于生物质的催化剂CuO@CS-400被用作一种出色的可回收多相催化剂,以实现苯胺衍生物与亚磺酸钠的磺酰化反应。各种底物都具有兼容性,在室温下能以中等至良好的产率得到所需产物。此外,这种多相铜催化剂易于回收,可循环使用多达五次,且催化效率不会显著降低。重要的是,这些磺酰化产物可通过水解步骤轻松转化为相应的4-磺酰基苯胺。该方法为合成芳基砜提供了一种独特的策略,并且有可能为开发多相铜催化的C-H官能化创造新的可能性。

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