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oai:ojs.www.eurjchem.com:article/1306 2015-12-31T11:02:45Z eurjchem:ART driver

An unexpected tandem cycloaddition reaction of α,β-unsaturated acid chloride with amines: Synthesis of dihydropyrancarboxamide derivatives and biological activity Elassar, Abdel-Zaher Abdel-Aziz Synthesis Biological activity Cycloaddition reaction Single crystal structure Tandem cycloaddition reaction Dihydropyrancarboxamide derivatives Tandem cycloaddition reaction of α,β-unsaturated acid chloride with amines afforded in situ N-acylated amines, which undergoes cycloaddition reaction with other molecule of acid chloride to give dihydropyran carboxamide derivatives as an unexpected product. 2-Amino benzimidazole, 2-aminobenzthiazole, 2-aminothiazole, anthranilic acid, o-pheneylenediamine, and 3-methyl-1H-pyrazol-5(4H)-one are reacted with methacryloyl chloride at 0 °C to give different derivatives of dihydropyran carboxamide. The latter compound was obtained through acylation of the organic amines followed by tandem cycloaddition reaction. In contrast acryloyl chloride afforded only N-acylated derivatives. Both products are characterized by single crystal X-ray diffraction method. Bioactivity of the newly synthesized products was studied against Gram-positive, Gram-negative bacteria and fungus. Atlanta Publishing House LLC 2015-12-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf text/plain text/plain text/plain text/plain https://www.eurjchem.com/index.php/eurjchem/article/view/1306 10.5155/eurjchem.6.4.387-393.1306 European Journal of Chemistry; Vol. 6 No. 4 (2015): December 2015; 387-393 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/1306/pdf_1306 https://www.eurjchem.com/index.php/eurjchem/article/view/1306/2571 https://www.eurjchem.com/index.php/eurjchem/article/view/1306/2572 https://www.eurjchem.com/index.php/eurjchem/article/view/1306/2573 https://www.eurjchem.com/index.php/eurjchem/article/view/1306/2574