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2015-12-31T11:02:45Z
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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
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application/pdf
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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
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