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<p>1,4-Dihydropyridine N-heterocyclic compounds are the core skeleton of essential cardiovascular drugs. The Hantzsch condensation reaction is a key synthetic approach for these compounds, yet the currently available catalytic systems suffer from harsh reaction conditions and low yields, necessitating the development of novel heterogeneous catalysts. Herein, two isostructural porous heterometallic organic frameworks (<b>Cd-Pd/Pt PDA</b>) were designed and synthesized using the bifunctional ligand 3,5-pyridinedicarboxylic acid (H<sub>2</sub>PDA). Of these, <b>Cd-Pt PDA</b> exhibits outstanding catalytic activity in the one-pot Hantzsch condensation reaction, demonstrating a broad substrate scope (22 examples) with a low catalyst loading (1.2 mol%), minimal Pt leaching (1.46 ppm), and excellent recyclability over five consecutive cycles without significant loss of activity. Notably, high-quality single crystals of nitrendipine, felodipine, and nimodipine were obtained for the first time from the MOF-catalyzed reaction, and their molecular structures were conclusively identified through single-crystal X-ray diffraction (SC-XRD) analysis. Furthermore, theoretical calculations provide strong validation for the feasibility and mechanism of the Hantzsch condensation reaction catalyzed by this material. This research not only provides an efficient platform for the green and sustainable production of important drug molecules but also establishes a rational design paradigm for the creation of multifunctional heterogeneous catalysts.</p>

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Facile and efficient synthesis of 1,4-dihydropyridine drug molecules via Hantzsch condensation reaction catalyzed by isostructural crystalline Cd-Pd/Pt heterometallic-organic frameworks

  • 期刊论文

  • 发表日期：

    2026年7月29日

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  • Yiduo Wang,
  • Xiangmei Lu,
  • Yajuan Wang,
  • Guo-Ping Yang,
  • Yao-Yu Wang

摘要

1,4-Dihydropyridine N-heterocyclic compounds are the core skeleton of essential cardiovascular drugs. The Hantzsch condensation reaction is a key synthetic approach for these compounds, yet the currently available catalytic systems suffer from harsh reaction conditions and low yields, necessitating the development of novel heterogeneous catalysts. Herein, two isostructural porous heterometallic organic frameworks (Cd-Pd/Pt PDA) were designed and synthesized using the bifunctional ligand 3,5-pyridinedicarboxylic acid (H2PDA). Of these, Cd-Pt PDA exhibits outstanding catalytic activity in the one-pot Hantzsch condensation reaction, demonstrating a broad substrate scope (22 examples) with a low catalyst loading (1.2 mol%), minimal Pt leaching (1.46 ppm), and excellent recyclability over five consecutive cycles without significant loss of activity. Notably, high-quality single crystals of nitrendipine, felodipine, and nimodipine were obtained for the first time from the MOF-catalyzed reaction, and their molecular structures were conclusively identified through single-crystal X-ray diffraction (SC-XRD) analysis. Furthermore, theoretical calculations provide strong validation for the feasibility and mechanism of the Hantzsch condensation reaction catalyzed by this material. This research not only provides an efficient platform for the green and sustainable production of important drug molecules but also establishes a rational design paradigm for the creation of multifunctional heterogeneous catalysts.