Vol 61, No 9 (2025)

The addition reaction of benzoic and phenylacetic acids to 5-acetoxy- and 5-acetoxymethyltetracyclo[4.4.1^2,5.1^7,10.0^1,6]dodec-3-ene in the presence of a catalyst, BF₃·O(C₂H₅)₂, was studied. As a result, mixed benzoate–phenylacetate diesters of tetracyclo[4.4.1^2,5.1^7,10.0^1,6]dodecanediol and 2-hydroxytetracyclo[4.4.1^2,5.1^7,10.0^1,6]dodec-8-ylmethanol were synthesized in yields of 73–80%. The structures of the obtained diesters were confirmed by IR spectroscopy and ^1H and ^13C NMR spectroscopy. Their physicochemical properties were investigated.

Dialkyl (trimethylsilyl) phosphites of various structures were synthesized in high yields (87–92%) by the interaction of dialkyl phosphites of various structures with hexamethyldisilazane at 20°C and in the presence of ZnCl₂ . The reaction is completed in 0.5 hours and does not require the use of specially prepared solvents 2 or an inert atmosphere. The initial hydrophosphites were synthesized by the transesterification reaction of dimethylphosphite with alcohols in the presence of 0.5 mol.% ZnSO₄ at 110–120°C. 4

Based on the methyl ester of 4-(2-propyn-1-yl)-1H-thieno[3.2-b]pyrrole-5-carboxylic acid new 1,2,3-triazole derivatives connected by a methylene bridge to a thienopyrrole fragment were obtained.

Cyclic and spirocyclic derivatives of 1,3-diazaadamantane were synthesized by condensation of substituted 3,7-diazabicyclo[3.3.1]nonanes with cyclic and heterocyclic aldehydes, as well as ketones, and their neurotropic activity was studied. Analysis of biological studies indicates that cyclic derivatives of 1,3-diazaadamantane (activity 20–40 %) are inferior in their neurotropic properties to spirocyclic derivatives of 1,3-diazaadamantane, which exhibit activity from 40 to 60 %.

By reacting 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-ylmethylamine with acid chlorides of different acids and the acid chloride of 4-(4-methoxyphenyl)tetrahydro-2H-pyrancarboxylic acid with various amines, amides were synthesized, which reduced with lithium aluminum hydride to the corresponding secondary amines. New aryloxypropanolamines were synthesized by opening aryloxymethyloxiranes with 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-ylmethylamine, and by adding the same amine to the double bond of acrylonitrile and acrylamide, the nitrile and amide of 3-(((4-(4-methoxyphenyl)tetrahydro- 2H-pyran-4-yl)methyl)amino)propionic acid were isolated. The biological activity of the synthesized compounds was studied.

The oxidation of N-tosyl-, N-benzoyl-, and N-pivaloyl-2-(cycloalk-1-en-1-yl)anilines with ozone followed by reduction of the ozonation products with dimethyl sulfide in methylene chloride or hydroxylamine hydrochloride in alcohol (isopropyl, methаnol) was studied. Oxidation of N-tosylates in CHCl followed by 2 2 treatment with MeS unambiguously leads to ketoaldehydes, whereas the reduction of ozonation products 2 in alcohols by the action of hydroxylamine hydrochloride results in the formation of acids and their esters in various ratios. When the ozonation products of 2-(2-cyclohex-1-en-1-yl-6-methylphenyl)-1H-isoindole- 1,3(2H)-dione were reduced in MeOH by the action of hydroxylamine hydrochloride, only the methyl ester of 6-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-methylphenyl]-6-oxohexanoic acid was isolated. Oxidation of N-[2-(6-methoxycyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide with ozone and subsequent treatment of the reaction mixture with hydroxylamine hydrochloride leads to methyl 5-methoxy-6-(3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}phenyl)-6-oxohexanoate and N-{2-[6-(hydroxyimino)-2-methoxyhexanoyl]-6-methylphenyl}-4-methylbenzenesulfonamide in a ratio of 10 : 7. The oxime is formed as syn-/anti-isomers in a 1 : 2 ratio, which, when treated with 2 equivalents of methanesulfonyl chloride in triethylamine, is converted into axial syn-/anti-atropisomers of N-[2-(5- cyano-2-methoxypentanoyl)-6-methylphenyl]-4-methyl-N-(methylsulfonyl)benzenesulfonamide in a 8 : 1 ratio, the assignment of which to any isomer is not determined.

Based on 6-(2-bromoethylpyrimidine-6H)-indolo[2,3-b]quinoxaline, 6-vinyland 6-(2-azidoethyl) derivatives were synthesized by interaction with arylamines - mono- N-(2-(6H-indolo[2,3-b]quinoxalin-6- yl)ethyl)arylamines and N,N-bisubstituted 4-methylaniline. Hybrid compounds indolo[2,3-b]quinoxaline – pyrimidine and 1,2-bis(6H-indolo[2,3-b]quinoxalin-6-yl)ethane were synthesized. Docking study of the synthesized derivatives of indolo[2,3-b]quinoxaline was carried out.

By diazotizing the aromatic amines N-[4-(4-aminobenzyl)phenyl]acetamide and 4-(4-aminobenzyl) phenol in the presence of excess hydrochloric acid with sodium nitrite and subsequent interaction of the diazonium salts obtained as a result of the reaction with sodium azide at a temperature from 0 to –5°C, N-[4-(4-azidobenzyl)phenyl]acetamide and 4-(4-azidobenzyl)phenol were obtained in yields of 57 and 55%.