{"title":"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","authors":"Shan Dang, Yaping Hu, Shasha Zhai, Li Yan Zhang","doi":"10.1007/s11164-024-05347-w","DOIUrl":null,"url":null,"abstract":"<div><p>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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> 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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> nanocatalyst has the following series of features: design of a magnetic ligand through ammonolysis reaction, high magnetic property of the Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> 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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> catalyst (after 8 times) had high stability because the magnetic nature, structure, and surface of the recovered catalyst was similar to the fresh catalyst.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":753,"journal":{"name":"Research on Chemical Intermediates","volume":"50 9","pages":"4275 - 4300"},"PeriodicalIF":2.8000,"publicationDate":"2024-07-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An ecofriendly and efficient approach for three-component synthesis of benzothiazoles: research on catalytic application of Fe3O4@DOP-Amide/Imid-CuCl2 nanocomposite\",\"authors\":\"Shan Dang, Yaping Hu, Shasha Zhai, Li Yan Zhang\",\"doi\":\"10.1007/s11164-024-05347-w\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> 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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> nanocatalyst has the following series of features: design of a magnetic ligand through ammonolysis reaction, high magnetic property of the Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> 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 Fe<sub>3</sub>O<sub>4</sub>@DOP-Amide/Imid-CuCl<sub>2</sub> catalyst (after 8 times) had high stability because the magnetic nature, structure, and surface of the recovered catalyst was similar to the fresh catalyst.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":753,\"journal\":{\"name\":\"Research on Chemical Intermediates\",\"volume\":\"50 9\",\"pages\":\"4275 - 4300\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2024-07-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Research on Chemical Intermediates\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11164-024-05347-w\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Research on Chemical Intermediates","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11164-024-05347-w","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
An ecofriendly and efficient approach for three-component synthesis of benzothiazoles: research on catalytic application of Fe3O4@DOP-Amide/Imid-CuCl2 nanocomposite
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.
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.