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oai:ojs.www.eurjchem.com:article/562 2012-08-06T14:50:19Z eurjchem:ART driver

Tetra-n-butylammonium fluoride-mediated dimerization of (α-methylbenzylidene)malononitriles to form polyfunctional 5,6-dihydropyridines derivatives under solvent-free conditions Hameed, Abdul Anwar, Ayaz Yousaf, Sammer Khan, Khalid Mohammed Basha, Fatima Zahra Dimerization X-ray crystallography Solvent-free conditions Alkylidenemalononitrile Acetophenone derivatives Knoevenagel condensation A series of polyfunctional dihydropyridine 28-46 were prepared via dimerization of readily available substituted (a-methylbenzylidene)-malononitriles 10-27 by treating with neat TBAF.3H2O under solvent-free conditions at 85-90 oC. All the dimers 28-46 were obtained in high yield from their corresponding substituted alkylidenemalononitriles except in the case of 2-chloro (15), 2-hydroxy (21), and 2-nitro (26) substituted alkylidenemalononitriles where the reaction was unsuccessful due to the steric interaction between methylene group and the substituents present at ortho position. The X-ray crystallographic studies of compounds 28 and 30 were carried out to confirm the structure of dimerized product. The method is eco-friendly and wider is scope to prepare a range of substituted dihydropyridine derivatives 28-46. Atlanta Publishing House LLC 2012-06-30 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/562 10.5155/eurjchem.3.2.179-185.562 European Journal of Chemistry; Vol. 3 No. 2 (2012): June 2012; 179-185 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/562/PDF