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超声辅助合成基于洛酸-1,2,3-三唑的二氢吡喃并[3,2-b]吡喃衍生物,使用 FeO@CQD@CuI 作为新型纳米磁性催化剂。

Ultrasound-assisted synthesis of kojic acid-1,2,3-triazole based dihydropyrano[3,2-b]pyran derivatives using FeO@CQD@CuI as a novel nanomagnetic catalyst.

机构信息

Department of Medicinal Chemistry, School of Pharmacy, Hamadan University of Medical Sciences, Hamadan, Iran.

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Iran.

出版信息

Sci Rep. 2022 Nov 19;12(1):19917. doi: 10.1038/s41598-022-24089-6.

Abstract

The magnetic nanoparticles coated with carbon quantum dot and copper (I) iodide (FeO@CQD@CuI) were used as eco-friendly heterogeneous Lewis / Brønsted acid sites and Cu (I) nanocatalysts. In the first step, it was applied in the synthesis of kojic acid-based dihydropyrano[3,2-b]pyran derivatives in a three-component reaction and in the second step, as a recyclable catalyst for the synthesis of kojic acid-1,2,3-triazole based dihydropyrano[3,2-b]pyran derivatives in the CuI-catalyzed azide/alkyne cycloaddition (CuAAC) reaction. The catalyst was characterized fully by using the different techniques including fourier transform infrared spectroscopy (FT-IR), elemental mapping analysis, X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), X-ray spectroscopy (EDX), transmission electron microscopy (TEM), thermal gravimetric (TG) and value-stream mapping (VSM) methods. The final synthesized derivatives were identified by H- and C-NMR spectroscopy.

摘要

用碳量子点和碘化亚铜包覆的磁性纳米粒子(FeO@CQD@CuI)被用作环保型异相路易斯/布朗斯台德酸位和 Cu(I)纳米催化剂。在第一步中,它被应用于在三组分反应中合成基于曲酸的二氢吡喃并[3,2-b]吡喃衍生物,在第二步中,它被用作在 CuI 催化的叠氮化物/炔烃环加成(CuAAC)反应中合成基于曲酸-1,2,3-三唑的二氢吡喃并[3,2-b]吡喃衍生物的可回收催化剂。使用不同的技术,包括傅里叶变换红外光谱(FT-IR)、元素映射分析、X 射线光电子能谱(XPS)、扫描电子显微镜(SEM)、X 射线能谱(EDX)、透射电子显微镜(TEM)、热重(TG)和价值流图(VSM)方法对催化剂进行了充分的表征。最终合成的衍生物通过 H-和 C-NMR 光谱进行了鉴定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b6ae/9675794/6099fb3879e0/41598_2022_24089_Fig1_HTML.jpg

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