Bulletin of the Chemical Society of Japan p. 2174 - 2180 (1982)
Update date:2022-08-05
Topics:
Matsumura, Eizo
Tohda, Yasuo
Ariga, Masahiro
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-cyclohexadienyl)-2-nitroacetamides were isolated and characterized.The course of the base-catalyzed reaction is interpreted.
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