L. I. Basalaeva

Reaction of Methylcyclohexanones with Substituted Benzaldehydes and 2-Naphthylamine

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

Tetronic acid in reaction with aromatic aldehydes and 2-naphthylamine. Investigation of fluorescent and nonlinear-optical characteristics of compounds obtained

By Knoevenagel condensation and by three-component condensation 3-arylmethylenetetrahydrofuran-2,4-diones and previously unknown 8,11-dihydro-11-arylbenzo[f]furo[3,4-b]quinolin-10(7H)-ones were respectively synthesized. The luminescent spectra and nonlinear-optical characteristics of compounds obtained were investigated.

Reaction of hexahydropyirimidine-2,4,6-trione with naphthalen-2-amine and benzaldehydes

Previously unknown 12-aryl-7,8,9,10,11,12-hexahydrobenzo[f]pyrimido[4,5-b]quinoline-9,11-diones were synthesized by three-component condensation of naphthalen-2-amine with substituted benzaldehydes and barbituric acid through intermediate 5-benzylidenebarbituric acids.

Synthesis of new 3-aryl-1-methylbenzo[f]quinolines

Three-component condensation of 2-aminonaphthalene, acetone, and substituted benzaldehydes in alcoholic solution in the presence of concentrated hydrochloric acid gave 3-aryl-1-methylbenzo[f]quinolines. 1-Methyl-3-(nitrophenyl)benzo[f]quinolines were reduced to the corresponding amines which were converted into amides having a sulfonyl or chloroacetyl group in the aryl substituent.

Synthesis of 7-[4-alkoxy-3-methoxy(hydroxy)phenyl]-10,11-dihydrobenzo[c]acridin-8(7H,9H,12H)-ones and 4-(8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridin-7-yl)-2-methoxy(ethoxy)phenyl esters of carboxylic acids

Reactions of azomethines (Schiff bases) prepared from vanillin and vanillal ethers and 1-naphthylamine with cyclohexane-1,3-dione in butanol afforded in 40–64% yields 7-[4-alkoxy-3-methoxy(hydroxy)phenyl]-10,11-dihydrobenzo[c]acridin-8(7H,9H,12H)-ones and 4-(8-oxo-7,8,9,10,11,12-hexahydrobenzo[C]acridin-7-yl)-2-methoxy(ethoxy)phenyl esters of carboxylic acids. The reaction products presumably formed by the rearrangement of the azomethine adduct with the cyclohexane-1,3-dione proceeding by the type of Hofmann-Martius rearrangement. The structure of compounds synthesized was confirmed by the elemental analysis, UV, IR, and 1H NMR spectra.

Synthesis of 5-aryl-1-methyl-1,2,3,4-tetrahydrobenzo[a]phenanthridines

Abstract5-Aryl-1-methyl-1,2,3,4-tetrahydrobenzo[a]phenanthridines were synthesized by cascade heterocyclization of the corresponding substituted benzaldehydes with 2-methylcyclohexanone and naphthalen-2-amine in a polar solvent in the presence of hydrochloric acid.

Three-component condensation of Meldrum’s acid with 2-naphthylamine and esters derived from vanillin

Three-component condensation of Meldrum’s acid (2,2-dimethyl-1,3-dioxane-4,6-dione) with 2-naphthylamine and esters derived from vanillin involves intermediate formation of N-arylmethylidene-2-naphthylamines which are cleaved with Meldrum’s acid to give 5-arylmethylidene-2,2-dimethyl-1,3-dioxane-4,6-diones and arylmethylideneketenes. Reaction of the latter with 2-naphthylamine leads to formation of 2-methoxy-4-(3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolin-1-yl)phenyl carboxylates.

Synthesis, isomerism, and spectral luminescence properties of methyl hexahydrobenzo[a]acridine-9- and -[c]acridine-10-carboxylates

The three-component condensation of 1- or 2-naphthylamines, aromatic aldehydes, and methyl 2-(benzo[1,3]dioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate led to the formation of methyl 9-(cis,trans)-10-(1,3-benzodioxol-5-yl)-7-aryl-8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridine-9-carboxylates or methyl 10-(cis,trans)-9-(1,3-benzodioxol-5-yl)-12-aryl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridine-10-carboxylates. The spectral luminescence properties of compounds obtained were investigated in ethanol at 293 and 77 K.

Synthesis of methyl 12-aryl-9,9-dimethyl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridine-10-carboxylate

A three-component condensation of 2-naphthylamine, aromatic aldehydes, and methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate afforded methyl (cis,trans)-12-aryl-9,9-dimethyl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridine-10-carboxylates. Spectral luminescence and nonlinear optical properties of compounds obtained were investigated.

Reaction of 2′-hydroxy[1,1′;3′,1″]terphenyl-5′-carbaldehyde with 2-naphthylamine and 1,3-diketones

The condensation of 2′-hydroxy[1,1′;3′,1″]terphenyl-5′-carbaldehyde with 2-naphthylamine and 1,3-cyclohexanedione or dimedone gave 7,8,9,10,11,12-hexahydrobenzo[a]acridin-11-ones, while analogous three-component condensation with 1,3-indandione afforded azaindeno[1,2-b]phenanthren-12-one. In addition, hexahydro-2H-xanthene-1,8-diones and arylmethylenebisdiketones were isolated as by-products.