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Herein, we report an effective multi-component synthesis that starts with readily available starting materials and accesses poly-substituted pyridine derivatives by using L-proline as a benign catalyst. This process uses cyclic amines, aldehydes, and malononitrile in a condensation reaction to produce a variety of pyridine derivatives under mild conditions. Furthermore, depending on the catalysts used, the selective synthesis of an amide and/or an aldehyde functionality is achieved through α-C(sp)-H oxygenation of the tertiary amine moiety in the resultant pyridine derivatives. The pyridine ring's nitrogen atom plays a crucial role in accelerating C-H oxygenation at the α-position of the tertiary amine, highlighting the synthetic versatility and usefulness of this method.
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http://dx.doi.org/10.1039/d4ob01343c | DOI Listing |
J Hazard Mater
September 2025
UBC Bioreactor Technology Group, School of Engineering, University of British Columbia, Kelowna, British Columbia V1V 1V7, Canada; ICREA - Catalan Institution for Research and Advanced Studies, Pg. Lluís Companys 23, Barcelona, Spain; GEMMA - Group of Environmental Engineering and Microbiology, Dep
This study systematically evaluated the inhibitory effects of model compounds from sludge-derived hydrothermal liquefaction aqueous phase (HTLaq) on anaerobic digestion (AD) at both mesophilic and thermophilic temperatures using a total of 1008 anaerobic toxicity assays (ATA). Twenty representative compounds of suspected inhibitors, including nitrogen-containing heterocyclics like pyridines, pyrrolidinones, and pyrazines, as well as phenols and ketones, were tested at varying dosages (25, 50, 100, 200, 400, and 800 mg/L) to assess their impact on volatile fatty acids (VFA) generation and consumption, methane production, substrate utilization, and inhibitory compound degradation. Results demonstrated that thermophilic AD is generally more susceptible to inhibition than mesophilic AD, both in terms of acute and chronic toxicity.
View Article and Find Full Text PDFBioorg Chem
September 2025
Entomology Department, Faculty of Science, Ain Shams University, Abbassia, 11566, Cairo, Egypt.
A strategically engineered, eco-conscious synthetic platform was developed to access a novel library of eighteen polyfunctionalized pyridine-based heterocycles through high-efficiency multicomponent and annulation strategies, using 2-amino-4-(4-chlorophenyl)-6-(p-tolyl)nicotinonitrile (M) as a privileged core. Structural diversity was maximized by integrating potent pharmacophores, including pyrido[2,3-d]pyrimidines, naphthyridines, triazines, and fused pyrrolo/tetrazolo motifs, via both conventional and accelerated (microwave/ultrasound-assisted) routes, affording excellent yields with high structural fidelity as confirmed by IR, H/C NMR, and mass spectrometry. Biological evaluation revealed that all synthesized compounds had excellent larvicidal efficacy against Culex pipiens larvae, especially 15 and 9, emerging as lead candidates that exhibited exceptional LC₅₀ values of 0.
View Article and Find Full Text PDFJ Agric Food Chem
September 2025
College of Plant Protection, Northwest A&F University, Yangling, Shaanxi 712100, China.
Protoporphyrinogen oxidase (PPO, EC 1.3.3.
View Article and Find Full Text PDFChem Biol Drug Des
September 2025
School of Chemistry and Physics, University of KwaZulu-Natal, Durban, South Africa.
Molecular hybridization of isoniazid with hydrophobic aromatic moieties represents a promising strategy for the development of novel anti-tubercular therapeutics. In this study, a series of hybrid molecules (5a-i) was synthesized by linking isoniazid with aromatic sulfonate esters via a hydrazone bridge. Molecular docking studies revealed that these compounds interact effectively with the catalytic triad of the InhA enzyme (Y158, F149, and K165), suggesting their potential as InhA inhibitors.
View Article and Find Full Text PDFChemistryOpen
September 2025
CMC UMR 7140, CNRS, Université de Strasbourg, Strasbourg, F-67000, France.
Two series of robust pillared metal-organic frameworks (MOFs) are obtained under solvothermal conditions by combining a metal salt with either Hbpdc, biphenyl-4,4'-dicarboxylic acid, or Hpda, 1,4-phenylenediacrylic acid, forming 2D layers, which are pillared by L, an alloxazine derivative of 1,4-di(pyridin-4-yl)benzene using a one-pot three-component strategy. Crystallographic studies reveal the formation of two isomorphous series of compounds, namely 1-M (from Hbpdc with M = Co, Ni, Cu, and Zn) and 2-M (from Hpda with M = Co or Cu). The multifunctional compounds have high decomposition temperatures, and their sorption properties were measured, revealing relatively low surface areas.
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