抄録
Reaction of Acetoacetamide (I) with α, β-unsaturated ketone (II) and aldehyde (XV) is described. Reaction of I with 3-buten-2-one (IIa) gives rise to 3-carbamoyl-2, 6-heptanedione (IIIa), 2-carbamoyl-5-hydroxy-5-methylcyclohexanone (IVa), 6-carbamoyl-3-methyl-2-cyclohexanone (Va), 3-acetyl-6-methyl-3, 4-dihydro-2 (1H)-pyridone (VIa), and 3, 9-dimethyl-2-azaspiro [5, 5] undeca-3, 8-diene-1, 7-dione (VII). Reaction conditions such as catalyst and reaction temperature influence the product formed. Similarly, reactions of I with 3-penten-2-one (IIb), 4-methyl-3-penten-2-one (IIc), 4-phenyl-3-buten-2-one (IId), and 2-benzylideneacetophenone (IIe) afford the corresponding cyclohexanone derivatives (Vb, c, d, e) besides the dihydropyridone derivatives (VIb, d, e). α, β-Unsaturated aldehyde such as crotonaldehyde (XVa) reacts with I to give 3-acetyl-6-hydroxy-4-methyl-2-piperidone (XVIa), 3-acetyl-4-methyl-3, 4-dihydro-2 (1H)-pyridone (XVIIa), and 3-acetyl-6-ethoxy-4-methyl-2-piperidone (XVIIa). Similar reaction of cinnamaldehyde (XVb) with I gives rise to the adduct (XVIb), dihydropyridone derivative (XVIIb), and piperidone derivative (XVIIIb).
