109057-07-0Relevant articles and documents
THE MECHANISM OF THE HANTZSCH PYRIDINE SYNTHESIS: A STUDY BY 15N AND 13C NMR SPECTROSCOPY
Katritzky, Alan R.,Ostercamp, Daryl L.,Yousaf, Taher I.
, p. 5729 - 5738 (1986)
The mechanism of the reactions of ammonia and benzaldehyde with three different beta-dicarbonyl compounds to form the corresponding dihydropyridines has been followed by NMR.In each case the pathway is shown to involve the reaction of benzaldehyde with one molecule of beta-dicarbonyl to give chalcone, and of the ammonia with a second molecule of beta-dicarbonyl to give an enamine.The rate determing stage is shown to be the Michael addition of the chalcone to the enamine.