The Master's thesis presents the synthesis of new 3-benzoylamino-2H-pyran-2-ones from various monocarbonyl compounds with an activated methyl group.
The introductory part describes where 2H-pyran-2-ones are found in nature, their importance and applications as well as how they are prepared. The chemical and spectroscopic characteristics of 2H-pyran-2-ones and how they can be used in further transformations are also briefly described.
The experimental part describes the synthesis of new 3-benzoylamino-2H-pyran-2-ones by the one pot method, consisting of two steps. In the first step the starting monocarbonyl compound was heated in the presence of DMFDMA (acting as a C1-synthon). Distillation of the resulting mixture under reduced pressure and the addition of hippuric acid and acetic anhydride (in situ forming oxazolone derivative) to this enaminone intermediate with additional heating, followed by isolation (precipitation) and purification gave the final products 3-benzoylamino-2H-pyran-2-ones. I analyzed the final compounds by TLC, IR, 1H NMR and MS. Comparison of products and their analyses reveals the differences in reactivity and influences on the yields.
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