Copper‐Based MOFs as Heterogeneous Catalyst in Aza–Diels–Alder Reaction for the Synthesis of 6H‐chromeno[4,3‐b]quinoline Derivatives

The present study focuses on the synthesis of copper‐based benzene dicarboxylic acid (Cu BDC) metal‐organic frameworks (MOF) and its application as a catalyst in the synthesis of 6H‐chromeno[4,3‐b] quinoline derivatives via Aza–Diels–Alder reactions. Aromatic amines and derivatives of O‐propargylate...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2024-12, Vol.9 (47), p.n/a
Hauptverfasser: Perumal, Karuppaiah, Mariappan, Arumugam Santhana, Nithish Kumar, Subramaniyan, Shankar, Bhaskaran, Ramesh, Subburethinam
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Sprache:eng
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Zusammenfassung:The present study focuses on the synthesis of copper‐based benzene dicarboxylic acid (Cu BDC) metal‐organic frameworks (MOF) and its application as a catalyst in the synthesis of 6H‐chromeno[4,3‐b] quinoline derivatives via Aza–Diels–Alder reactions. Aromatic amines and derivatives of O‐propargylated salicylaldehyde are employed in this synthetic strategy. The synthesized Cu BDC MOFs were studied using powder X‐ray Diffraction (PXRD), Fourier Transform Infrared spectroscopy (FTIR), Scanning Electron Microscopy (SEM), and energy‐dispersive X‐ray (EDX). The Cu BDC MOF's efficiency and reusability as catalysts have been demonstrated in the Aza‐Diels‐Alder reaction for the first time. Additionally, we proposed a mechanism for the Cu BDC MOF‐mediated synthesis of chromenoquinolines, considering experimental results and literature reports. The Cu BDC metal organic frameworks (MOFs) serves as a highly recyclable heterogeneous catalyst in Aza–Diels–Alder reactions efficiently synthesizing 6H‐chromeno [4,3‐b]quinoline derivatives, by reacting aromatic amines and O‐propargyl salicylaldehyde in chloroform as a solvent at 70 °C to afford good yields.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202402669