In the presence of imidazole hydrochloride, an efficient one‐pot three‐component synthesis of Biginelli reaction of aromatic aldehydes and aliphatic aldehydes, ethyl acetoacetate, and thiourea/urea was developed with good yields of dihydropyrimidines. High yields (80–95 %), mild reaction conditions, an easy work‐up process, a fast reaction time and simple operations are all significant features of the reaction. A total of 15 dihydropyrimidines were synthesized and out of which 12 compounds were evaluated for their anti‐cancer activity against cancer cell lines viz.A549, HT29, HepG2. Most of the synthesized compounds showed moderate to good anti‐cancer activity (IC50=150>200 μM).
DIPEAc (diisopropylethylammonium acetate) has been used as a catalyst in the Knoevenagel condensation of aldehydes and ethyl cyanoacetate to produce cyanoacrylate with high yields. The reaction's key characteristics are a shorter reaction time, a large substrate scope, the viability of different functional groups, ease of work-up, and high yields, which provide environmental benefits. Furthermore, the anticancer activity of the synthesized series of cyanoacrylate derivatives was tested against A549, HT-29, and HepG2 cell lines.
Resumen. El aetato de diisopropiletilamonio (DIPEAc) se empleó como catalizador en la reacción de condensación de Knoevenagel emplenado aldehídos y cianoacetato de etilo para producir cianoacrilatos en reindimientos elevados. Algunas características de esta aplicación es el que requiere tiempos cortos de reacción, se puede practicar en una amplia gama de sustratos, tolera varios grupos funcionales, el trabajo de la reacción es sencillo y tiene elvados rendimientos, lo que es compatible con el medio ambiente. Los productos obtenidos fueron probados con las líneas celulares A549, HT-29 y HepG2.
An efficient 1,4‐dihydropyridine synthesis under mild conditions has been developed. Numerous substrates were tested, with yields of 1,4‐dihydropridines ranging from good to excellent and a wide range of functional group tolerance. A549, HT‐29, and HepG2 cancer cells were used to investigate the anticancer efficacy of each of the produced compounds. Additionally, in‐silico docking studies were conducted to understand the structure‐based features of the anticancer mechanism with the cancer medication target of Adenosine A2A receptor as well as the molecular level interactions of the compounds.
Under solvent-free conditions, a simple and efficient procedure has been developed for the Michael addition reaction of active methylene compounds to β-nitrostyrenes. The resulting Michael adducts are efficiently converted into functionalized pyrazole derivatives with hydrazine hydrate in excellent yields. All the compounds were well characterized by spectroscopic techniques.
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