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铜(II)催化的级联Csp-P/C-C键形成反应构建苯并[]噻唑-2-基膦酸酯。

Copper(II)-catalyzed cascade Csp-P/C-C bond formation to construct benzo[]thiazol-2-ylphosphonates.

作者信息

Wang Han, Huang Le, Li Jun, Hao Wenyan

机构信息

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, People's Republic of China.

出版信息

Org Biomol Chem. 2023 Oct 4;21(38):7696-7701. doi: 10.1039/d3ob01256e.

Abstract

A novel, copper(II)-catalyzed cascade Csp-P/C-C bond formation in -haloaryl isothiocyanates with organophosphorus esters has been developed under mild conditions. A series of benzo[]thiazol-2-ylphosphonates were synthesized in moderate to good yields. Different from the traditional method of obtaining these scaffolds with radical reactions, the method proposed allows accessing them ionic reactions and has the advantages of easy access to raw materials and simple operation. Finally, we carried out a gram-scale experiment to further demonstrate the scalability of this strategy in the efficient synthesis of benzo[]thiazol-2-ylphosphonates.

摘要

在温和条件下,开发了一种新型的铜(II)催化的卤代芳基异硫氰酸酯与有机磷酸酯之间的级联Csp-P/C-C键形成反应。以中等至良好的产率合成了一系列苯并噻唑-2-基膦酸酯。与通过自由基反应获得这些骨架的传统方法不同,所提出的方法允许通过离子反应获得它们,并且具有原料易得和操作简单的优点。最后,我们进行了克级实验,以进一步证明该策略在高效合成苯并噻唑-2-基膦酸酯方面的可扩展性。

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