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FeO@ABA-苯胺-碘化亚铜纳米复合材料作为一种高效且可重复使用的纳米催化剂用于合成苯并噻唑-硫化芳基和杂芳基。

FeO@ABA-aniline-CuI nanocomposite as a highly efficient and reusable nanocatalyst for the synthesis of benzothiazole-sulfide aryls and heteroaryls.

作者信息

Sun Mingzhe, Liu Wei, Wu Wei, Li Qun, Shen Li

机构信息

College of Food and Biology, Changchun Polytechnic Changchun Jilin 130033 China

College of computer science, Jilin Normal University Siping Jilin 136000 China.

出版信息

RSC Adv. 2023 Jul 12;13(29):20351-20364. doi: 10.1039/d3ra03069e. eCollection 2023 Jun 29.

Abstract

Studying diaryl sulfides and benzothiazoles is important in organic synthesis because numerous natural and medicinal products contain these scaffolds. Over the past few years, research on the synthesis of compounds containing benzothiazole-sulfide aryls, as important biological molecules, has received significant attention. Multicomponent reactions are the most popular strategy for performing difficult reactions and the synthesis of complexed molecules such as benzothiazole-sulfide aryls. In this work, CuI was successfully immobilized on the surface of magnetic FeO nanoparticles modified with aniline and 4-aminobenzoic acid [FeO@ABA-Aniline-CuI nanocomposite] and its catalytic activity was investigated in the preparation of a broad range of benzothiazole-sulfide aryls and heteroaryls through the one-pot three-component reactions of 2-iodoaniline with carbon disulfide and aryl or heteroaryl iodides in the presence of KOAc as base in PEG-400 as solvent. TEM and SEM images revealed that the shape of the FeO@ABA-Aniline-CuI particles is spherical and the size of the particles is approximately between 12-25 nanometers.

摘要

研究二芳基硫化物和苯并噻唑在有机合成中很重要,因为许多天然产物和药用产品都含有这些结构骨架。在过去几年中,作为重要生物分子的含苯并噻唑 - 硫芳基化合物的合成研究受到了广泛关注。多组分反应是进行困难反应以及合成诸如苯并噻唑 - 硫芳基等复杂分子的最常用策略。在这项工作中,碘化亚铜成功固定在由苯胺和对氨基苯甲酸修饰的磁性四氧化三铁纳米颗粒表面[FeO@ABA - 苯胺 - CuI纳米复合材料],并在以乙酸钾为碱、聚乙二醇 - 400为溶剂的条件下,通过2 - 碘苯胺与二硫化碳以及芳基或杂芳基碘化物的一锅三组分反应,研究了其在制备多种苯并噻唑 - 硫芳基和杂芳基化合物中的催化活性。透射电子显微镜(TEM)和扫描电子显微镜(SEM)图像显示,FeO@ABA - 苯胺 - CuI颗粒呈球形,颗粒尺寸约在12 - 25纳米之间。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14e6/10337755/fd0acb8bf338/d3ra03069e-f1.jpg

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