Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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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)
  • Received : 2010.06.03
  • Accepted : 2010.08.03
  • Published : 2010.09.20
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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.

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