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一种具有尿素连接体的新型柱层状金属有机框架，作为通过异头碳基氧化合成新型1,8-萘啶的有效催化剂。

A novel pillar-layered MOF with urea linkers as a capable catalyst for synthesis of new 1,8-naphthyridines via the anomeric-based oxidation.

作者信息

Beiranvand Masoumeh, Habibi Davood, Khodakarami Hosein

机构信息

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

出版信息

Sci Rep. 2024 Nov 12;14(1):27727. doi: 10.1038/s41598-024-66539-3.

DOI:10.1038/s41598-024-66539-3
PMID:39532920
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11557916/
Abstract

Metal-based catalysts play an essential role in organic chemistry and the chemical industry. This research designed and successfully synthesized a pillar-layered metal-organic framework (MOF) with the urea linkers, namely Basu-HDI, as a novel and efficient heterogeneous catalyst. Various techniques such as FT-IR, EDX, elemental mapping, SEM, XRD, BET, and TGA/DTA studied its structure and morphology. Then, we investigated the synthesis of new 1,8-naphthyridines utilizing Basu-HDI in mild conditions via a one-pot, three-component tandem Knoevenagel/Michael/ cyclization/anomeric-based oxidation reaction. Final products were achieved by anomeric-based oxidation without employing an oxidation agent. Remarkably, this tandem process gave a good range of new 1,8-naphthyridines with high yields in a short reaction time. The pure products were confirmed by FT-IR, H NMR, C NMR, and mass spectrometry techniques. Moreover, the introduced catalyst showed good efficiency and stability and can be reused four times without significantly reducing efficiency.

摘要

金属基催化剂在有机化学和化学工业中起着至关重要的作用。本研究设计并成功合成了一种以尿素连接体为原料的柱层状金属有机框架（MOF），即Basu-HDI，作为一种新型高效的多相催化剂。通过傅里叶变换红外光谱（FT-IR）、能量色散X射线光谱（EDX）、元素映射、扫描电子显微镜（SEM）、X射线衍射（XRD）、比表面积分析仪（BET）以及热重/差热分析（TGA/DTA）等多种技术对其结构和形态进行了研究。然后，我们研究了利用Basu-HDI在温和条件下通过一锅三组分串联Knoevenagel/迈克尔/环化/端基异构化氧化反应合成新型1,8-萘啶。最终产物通过端基异构化氧化反应得到，无需使用氧化剂。值得注意的是，这种串联过程在短反应时间内以高产率得到了一系列新型1,8-萘啶。通过FT-IR、氢核磁共振（H NMR）、碳核磁共振（C NMR）和质谱技术对纯产物进行了确认。此外，所引入的催化剂表现出良好的效率和稳定性，并且可以重复使用四次而不会显著降低效率。

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