S. Chikhalikar, V. Bhawe, M. Jachak
Oct 1, 2011
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Influential Citations
5
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Journal
European Journal of Organic Chemistry
Abstract
Two alternative methods for the synthesis of biologically important pyridin-2(1H)-one derivatives have been developed. The behavior of enamine 1 with aromatic amines in an aqueous solution of HCl resulted in the formation of substituted enamines 2a–f at ambient temperature. The obtained product enamines 2a–f, upon treatment with 2,2,6-trimethyl-4H-1,3-dioxin-4-one, generated pyridin-2(1H)-one derivatives 5a–f along with the unwanted side products 8a–f. However, the exclusive formation of pyridin-2(1H)-one derivatives 5a–f was achieved when starting from β-enaminones 3a–f, which were synthesized successfully from enamine 1 and aromatic amines at elevated temperatures.