An ecofriendly and efficient approach for three-component synthesis of benzothiazoles: research on catalytic application of Fe3O4@DOP-Amide/Imid-CuCl2 nanocomposite

IF 2.8 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Research on Chemical Intermediates Pub Date : 2024-07-20 DOI:10.1007/s11164-024-05347-w
Shan Dang, Yaping Hu, Shasha Zhai, Li Yan Zhang
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Abstract

Benzothiazole derivatives have high biological activity potential and are present in many natural and medicinal products. For these reasons, the synthesis of benzothiazoles is very important in organic synthesis. In this synthetic approach, we found that the utilization of Fe3O4@DOP-Amide/Imid-CuCl2 nanocomposite in the presence of KOAc in ChCl-Urea as solvent is an eco-friendly and efficient catalytic system for the synthesis of 2-aryl benzothiazoles through one-pot three-component reactions of 2-iodoaniline and aromatic aldehydes with thiourea as sulfur source. Under this catalytic system, a broad spectrum of 2-aryl benzothiazoles were successfully synthesized with high to excellent yields. Compared to the reported catalysts or magnetic nanocatalysts, the Fe3O4@DOP-Amide/Imid-CuCl2 nanocatalyst has the following series of features: design of a magnetic ligand through ammonolysis reaction, high magnetic property of the Fe3O4@DOP-Amide/Imid-CuCl2 nanocatalyst, high catalytic activity in the synthesis of benzothiazole derivatives, reusability and high stability of the synthesized magnetic catalyst. The SEM, VSM, BET, and ICP-OES techniques revealed that the recovered Fe3O4@DOP-Amide/Imid-CuCl2 catalyst (after 8 times) had high stability because the magnetic nature, structure, and surface of the recovered catalyst was similar to the fresh catalyst.

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苯并噻唑三组分合成的环保高效方法:Fe3O4@DOP-Amide/Imid-CuCl2 纳米复合材料的催化应用研究
苯并噻唑衍生物具有很高的生物活性潜力,存在于许多天然产品和医药产品中。因此,苯并噻唑的合成在有机合成中非常重要。在该合成方法中,我们发现以 ChCl-Urea 为溶剂,在 KOAc 存在下利用 Fe3O4@DOP-Amide/Imid-CuCl2 纳米复合材料是一种环保高效的催化体系,可通过 2-碘苯胺和芳香醛以硫脲为硫源的一锅三组分反应合成 2-芳基苯并噻唑。在该催化体系下,成功合成了多种 2-芳基苯并噻唑,且收率高至极佳。与已报道的催化剂或磁性纳米催化剂相比,Fe3O4@DOP-Amide/Imid-CuCl2 纳米催化剂具有以下一系列特点:通过氨解反应设计出磁性配体、Fe3O4@DOP-Amide/Imid-CuCl2 纳米催化剂具有高磁性、合成苯并噻唑衍生物具有高催化活性、合成的磁性催化剂可重复使用且稳定性高。SEM、VSM、BET和ICP-OES技术表明,回收的Fe3O4@DOP-Amide/Imid-CuCl2催化剂(8次后)具有很高的稳定性,因为回收催化剂的磁性、结构和表面与新鲜催化剂相似。
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来源期刊
CiteScore
5.70
自引率
18.20%
发文量
229
审稿时长
2.6 months
期刊介绍: Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry. The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.
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