2-Aroylcyclohexanones, obtained from piperidinocyclohexene, react with hydrazine, hydroxylamine, and o-phenylenediamine to give the corresponding derivatives of bicyclic heterocycles – indazole, 2,1-benzisoxazole, and 2-spiro-cyclohexylbenzimidazole. The structure of a derivative of benzyloxazole has been determined by X-ray crystallography.

A series of 1-(4-aminosulfonylphenyl)-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones have been synthesized by the reaction of methyl esters of acylpyruvic acids with a mixture of aromatic aldehyde and 4-aminobenzenelsulfamide. The proposed structures are confirmed by 1 H NMR and IR spectroscopy. The results of investigations of the antibacterial activity of the synthesized compounds are presented.

A series of 2-(3-methyl-6-methoxy-7-ethoxy-3,4-dihydroisoquinolyl-1)ethanoic acid amides were synthesized via cyclocondensation of O-ethylated eugenol with cyanoacetic acid amides. Hydrochlorides of the synthesized compounds were shown to exhibit anthelmintic activity. The unsubstituted amide was the most active and exhibited activity equal to that of levamisole and significantly greater than that of pyrantel. The insecticidal activity of the synthesized compounds was inferior to that of imidacloprid.

Three-component reaction of methyl aroylpyruvate with aromatic aldehyde and 4-aminobenzenesulfonylguanidine resulted in 5-aryl-4-aroyl-3-hydroxy-1-(4-guanidylsulfonylphenyl)-3-pyrrolin-2-ones.

Reaction of N-arylamides of acetoacetic acid with aromatic aldehyde and 3-amino-1,2,4-triazole derivatives has resulted in N,7-diaryl-5-methyl-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamides.

Реакцией циклоконденсации О-этилированного эвгенола с амидами циануксусной кислоты синтезированы амиды 2-(3-метил-6-метокси-7-этокси-3,4-дигидроизохинолил-1)этановой кислоты. Исследования показали, что гидрохлориды полученных соединений проявляют антигельминтное действие, наиболее активным оказался незамещённый амид, который проявляет активность, равную активности левамизола, и значительно превосходит по активности пирантел. Инсектицидная активность полученных соединений не превосходит имидаклоприд.

5-Aryl-4-acyl-3-hydroxy-1-(2-hydroxyethyl)-3-pyrrolin-2-ones were synthesized using the reaction of ethanolamine with a mixture of aromatic aldehyde and methyl acylpyruvates. The antibacterial activity of the synthesized compounds was studied.

3,5-Diaryl-2-oxaspiro[5,6]dodec-3-en-1-ones were prepared by the reaction of methyl-1-bromocycloheptane carboxylates with zinc and 1,3-diarylprop-2-en-1-ones. The synthesized compounds possessed analgesic activity and exhibited low toxicity.

Reactions of ( E )-10-aryl-8-(2-arylethenyl)-7-oxaspiro[4.5]dec-8-en-6-ones with maleic anhydride result in the formation of 4,9-diaryl-3a,4,9,9a-tetrahydrospiro[furo[3,4-f]chromene-8,1′-cyclopentane]-1,3,7(9b H )-triones whose structure was established by XRD analysis.

The reaction of 2-substituted 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylic acids with hydroxylamine results in the formation of 5-substituted 8,8-dimethyl-8,9-dihydro-3 H ,7 H -[1,2]ox-azino[5,4,3- de ]quinolin-3-ones. The structure of the 5-phenyl derivative has been established by X-ray structural analysis. A possible mechanism of the reaction has been proposed on the basis of nonempirical quantum-chemical calculations.

2-(3,3-Dimethyl-3,4-dihydro-2H-isoquinolin-1-ylidene)acetonitrile containing an enamine fragment has been acylated using acetyl or benzoyl chlorides to give the corresponding enamino ketones. The acylation using oxalyl chloride gives 5,5-dimethyl-2,3-dioxo-2,3,5,6-tetrahydropyrrolo[2,1-a]-isoquinoline-1-carbonitrile. Reaction of the latter with guanidine carbonate or o-phenylenediamine is accompanied by opening of the pyrrole ring and heterocyclization to give the corresponding 2-amino-4-imidazolone and 2-quinoxalone derivatives. Linear amines were formed in similar reactions with m-toluidine, 1-aminoadamantane, o-aminophenol, and 2-amino-3-hydroxypyridine.

Methyl 1-bromocyclohexylcarboxylate reacts with zinc and benzyl- or cyclohexylamides of 3-aryl-2-cyanopropenoic acids to give methyl 1-(1-aryl-3-benzylamino)- or methyl 1-(1-aryl-3-cyclohexylamino)-3-oxo-2-cyanopropyl)cyclohexylcarboxylates whose structure was determined by XRD analysis.

The reaction of dienones (I) with cyclopentane derivative (II) gives rise to the formation of a mixture of regioisomeric spiro compounds (III) and (IV).

Взаимодействием метил 1-бромциклогептанкарбоксилата с цинком и 1,3-диарилпроп-2-ен-1-онами получены 3,5-диарил-2-оксаспиро[5.6]додец-3-ен-1-оны, проявляющие анальгетическую активность и являющиеся малотоксичными соединениями.

5-Aryl-4-acyl-3-hydroxy-1-(2-piperazin-1-ylethyl)-2,5-dihydropyrrol-2-ones (I) were synthesized by reactions of methyl esters of acylpyruvic acids with a mixture of aromatic aldehyde and 2-(1-pyperazino)-1-ethylamine. Then, the corresponding hydrochlorides (II) were obtained. Compounds I were transformed to 3,4-diaryl-4,6-dihydro-6-oxo-5-(2-piperazin-1-ylethyl)pyrrolo[3,4- c ]pyrazol-6-ones (III) by reaction with hydrazine hydrate. The antibacterial activity of compounds I and the influence of compounds II and III on blood coagulation were studied and the acute toxicity of two compounds was evaluated.

5-Aryl-4-acyl-3-hydroxy-1-(2-piperazin-1-ylethyl)-2,5-dihydropyrrol-2-ones (I) were synthesized by reactions of acylpyruvate methyl esters with a mixture of aromatic aldehyde and 2-(1-piperazino)-1-ethylamine. Then, the corresponding hydrochlorides (II) were obtained. Compounds I were transformed into 3,4-diaryl-4,6-dihydro-5-(2-piperazin-1-ylethyl)pyrrolo[3,4-c]pyrazol-6-ones (III) by reaction with hydrazine hydrate. The antimicrobial activity of compounds I and the influence of compounds II and III on blood coagulation were studied. The acute toxicity of two compounds was evaluated.

The reaction of 2-substituted 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylic acids with hydrazine was studied. This reaction gave 5-substituted 8,8-dimethyl-3,7,8,9-tetrahydro-2H-pyrido-[4,3,2-de]cinnolin-3-ones in good yields. A possible reaction mechanism was discussed using nonempirical quantum-chemical calculations.

Interaction of 4-aminobenzenesulfamide with a mixture of an aromatic aldehyde and the methyl ester of an acylpyruvic acid was used to prepare 1-(4-aminosulfonylphenyl)-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones. The antibacterial activity of these compounds was studied.