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http://dx.doi.org/10.5012/bkcs.2010.31.9.2633

Studies on the Different Reaction Pathways between 3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one and Alkylamines  

Genc, Hasan (Yuzuncu Yil University, Faculty of Education, Department of Sciences)
Tan, Meltem (Yuzuncu Yil University, Faculty of Arts and Sciences, Department of Chemistry)
Gumus, Selcuk (Yuzuncu Yil University, Faculty of Arts and Sciences, Department of Chemistry)
Menges, Nurettin (Yuzuncu Yil University, Faculty of Arts and Sciences, Department of Chemistry)
Bildirici, Ishak (Yuzuncu Yil University, Faculty of Arts and Sciences, Department of Chemistry)
Sener, Ahmet (Yuzuncu Yil University, Faculty of Arts and Sciences, Department of Chemistry)
Publication Information
Abstract
3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine - octylamine) to clarify the proposed mechanism in our previous study. The reactions of the shorter amines of the series (ethylamine - butylamine) yielded unsymmetric pyridinone products, whereas the other amines (pentylamine - octylamine) yielded symmetrical pyridinones. The starting material and the products as well as the intermediates have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-31G(d,p) level, which provided supporting data for the experimental findings.
Keywords
Heterocyclic compounds; Pyranones; Pyridinones; Quantum chemical calculations;
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