Nucleophilic Reaction upon Electron-deficient Pyridone Derivatives. IV. Ring Transformation of 1-Substituted 3,5-Dinitro-2-pyridones with Ketones in the Presence of Amines
Authors:
- 1 July 1982
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 55 (7) , 2174-2180
Abstract
Ring transformation of 1-substituted 3,5-dinitro-2-pyridones with 1,3-disubstituted acetones in the presence of secondary or primary amines gave p-nitroaniline derivatives and N-substituted 2-nitroacetamide. Two types of enamine intermediates, 2-azabicyclo[3.3.1]nonene derivatives and N-substituted 2-(5-amino-2-nitro-2,4-cyclo-hexadienyl)-2-nitroacetamides were isolated and characterized. The course of the base-catalyzed reaction is interpreted.Keywords
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