Condensation of N-monosubstituted 2-naphthylamines, formaldehyde, and cyclic β-diketones. One-pot synthesis of 2,4-disubstituted derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline
摘要:
Various spirocyclic derivatives of 1,2,3,4-tetrahydrobenzo[f]quinoline containing substituents in the positions 2 and 4 of the ring were obtained by one-pot multicomponent condensation of available N-benzyl-2-naphthylamines, formaldehyde, and cyclic beta-diketones of cyclohexanedione series.
Condensation of 2-naphthylamine or N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexane-3-carboxylate
摘要:
Condensation of 2-naphthylamine with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate afforded depending on the reaction conditions methyl 9,9-dimethyl-11-oxo-8,9,10,12-tetrahydro-7H-benzo[a]acridine-10-carboxylate or 4-alkoxymethyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'Hspirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylate. The condensation of N-benzyl-2-naphthylamines with formaldehyde and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate provided with the quantitative yield the corresponding methyl 4-benzyl-1,4-dihydro-2',6'-dioxo-4',4'-dimethyl-2'H,3H,6'H-spirobenzo[f]quinoline-2,1'-cyclohexyl-3'-carboxylates.
Reaction of Methylcyclohexanones with Substituted Benzaldehydes and 2-Naphthylamine
作者:N. G. Kozlov、L. I. Basalaeva、S. I. Firgang、A. S. Shashkov
DOI:10.1023/b:rujo.0000036073.49961.28
日期:2004.4
Cascade heterocyclization of 3(4)-methylcyclohexanone, substituted benzaldehyde, and 2-naphthyl-amine in a polar solvent in the presence of hydrochloric acid afforded the corresponding 5-aryl-2(3)-methyl-1,2,3,4-tetrahydrobenzo[a]phenanthridines and 12-aryl-9(10)-methyl-8,9,10,11-tetrahydrobenz[a]acridines having an asymmetric carbon atom in position 2 or 3.
MIXALEVA M. A.; CHERNIKOVA G. N.; MAMAEV V. P., XIMIYA GETEROTSIKL. SOEDIN., 1978, HO 1, 100-104