Title of article :
Three Components Ring Transformation Affording Substituted 5-Nitropyridines and 4-Nitroanilines
Author/Authors :
Nishiwaki, Nagatoshi Osaka Kyoiku University - Department of Chemistry, Japan , Tatsumichi, Hiroshi Osaka Kyoiku University - Department of Chemistry, Japan , Tamura, Mina Osaka Kyoiku University - Department of Chemistry, Japan , Ariga, Masahiro Osaka Kyoiku University - Department of Chemistry, Japan
Abstract :
The ring transformation of 1-methyl-3,5-dinitro-2-pyridone afforded 2-aryl-5-nitropyridines upon treatment with aromatic ketones in the presence of ammonium acetate. In reactions with aliphatic ketones, 2,6-disubstituted 4-nitroanilines could be prepared in addition to corresponding 2,3-disubstituted 5-nitropyridines.In these reactions, dinitropyridone behaved as the synthetic equivalent of unstable nitromalonaldehyde.
Keywords :
Ring transformation , dinitropyridone , nitropyridine , nitroaniline , bicyclic intermediate , nitromalonaldehyde
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
