Tetrahedron p. 5729 - 5738 (1986)
Update date:2022-08-03
Topics:
Katritzky, Alan R.
Ostercamp, Daryl L.
Yousaf, Taher I.
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.
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