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Green Synthesis of Novel Pyridines via One-Pot Multicomponent Reaction and Their Anti-Inflammatory Evaluation

[Image: see text] A functional and environmentally green procedure for the design of novel pyridine 5a–h and 7a–d derivatives through two pathways is presented. The first pathway is via a one-pot, four-component reaction of p-formylphenyl-4-toluenesulfonate (1), ethyl cyanoacetate (2), acetophenone...

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Detalles Bibliográficos
Autores principales: Abd El-Lateef, Hany M., Abdelhamid, Antar A., Khalaf, Mai M., Gouda, Mohamed, Elkanzi, Nadia. A. A., El-Shamy, Hemdan, Ali, Ali M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10061656/
https://www.ncbi.nlm.nih.gov/pubmed/37008112
http://dx.doi.org/10.1021/acsomega.3c00066
Descripción
Sumario:[Image: see text] A functional and environmentally green procedure for the design of novel pyridine 5a–h and 7a–d derivatives through two pathways is presented. The first pathway is via a one-pot, four-component reaction of p-formylphenyl-4-toluenesulfonate (1), ethyl cyanoacetate (2), acetophenone derivatives 3a–h or acetyl derivatives 6a–d, and ammonium acetate (4) under microwave irradiation in ethanol. The advantages of this method are an excellent yield (82%–94%), pure products, a short reaction time (2–7 min), and low-cost processing. The second pathway was obtained by the traditional method with treatment of the same mixture under refluxing in ethanol, which afforded the same products, 5a–h and 7a–d, in less yield (71%–88%) and over a longer reaction time (6–9 h). The constructions of the novel compounds were articulated via spectral and elemental analysis. Overall, the compounds have been designed, synthesized, and studied for their in vitro anti-inflammatory activity using diclofenac as a reference drug (5 mg/kg). The most potent four compounds, 5a, 5f, 5g, and 5h, showed promising anti-inflammatory activity.