O. A. Maiorova

N-heterocyclic carbenes: III. N-heterocyclic carbene ligands based on abietane in Suzuki-Miyaura reaction

By reactions of N-alkyl- and N-arylimidazoles with methyl 12-bromoacetyldehydroabietate a series of unsymmetrically substituted chiral imidazolium bromides with the abietane fragment was synthesized. The salts obtained were suggested as new N-heterocyclic carbene ligands in the Suzuki-Miyaura reaction.

N-Heterocyclic Carbenes: V. Synthesis of imidazolium salts from lupane series

By the reaction of N-alkyl- and N-arylimidazoles with 30-bromo-3,28-diacetoxylup-20(29)-ene a series was synthesized of unsymmetrically substituted chiral imidazolium bromides with a lupane fragment.

Povarov Reaction of Glyoxylate Imines Derived from 12-Aminodehydroabietic Acid

Glyoxylate and arylglyoxal imines based on 12-aminodehydroabietic acid undergo hetero-Diels—Alder (Povarov) reaction with ethyl vinyl ether, cyclopentadiene, and indene to give, respectively, methyl (8aR,9R,12aS)-3-aroyl-5-isopropyl–9,12a-dimethyl–7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylates, methyl (7R,10aS,10dR,13aS)-1-aroyl–3-isopropyl–7,10a-dimethyl–2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho[1,2-f]cyclopenta[c]quinoline-7-carboxylates, and methyl (6aS,11bS,11eS,15R,15aR)-6-aroyl–4-isopropyl–11e,15-dimethyl–2,5,6,6a,7,11b,11e,12,13,14,15,15a-1H-dodecahydroindeno[2,1-c]-naphtho[1,2-f]quinoline-15-carboxylates.

Novel thiophene-containing push-pull chromophores that include carbazole and triphenylamine moieties: study of optical and electrochemical properties

Novel carbazole- and triphenylamine-containing alkylidene malononitriles that include thiophene and bithienyl fragments as π-spacers were synthesized. Quantum-chemical calculations of the frontier molecular orbital energies were performed using the B3LYP/6-31G(d) method with regard to solvent. Electronic absorption spectra and fluorescence spectra were recorded for all the obtained compounds; their electrochemical properties were also studied. The experimental energy values of HOMO and LUMO levels were derived from resulting data. Thin films were obtained by the spin coating technique, and their surface morphology was studied using a NTEGRA Prima scanning tunneling microscope.

Synthesis of ferrocenyl chalcones of the abietane series

Two isomeric ferrocenyl chalcones having an abietane fragment were synthesized.

Synthesis of 7-hydroxy-6-alkoxy derivatives of 3,4-dihydroisoquinoline by ritter reaction

Abstract1-Substituted 6,7-dialkoxy-3,4-dihydroisoquinolines containing in the position 7 of the isoquinoline ring propoxy- or butoxy groups in the course of maintaining in the concentrated sulfuric acid are converted into 1-substituted 6-alkoxy-7-hydroxy-3,4-dihydroisoquinolines.

Retropinacol rearrangement in the synthesis of 3,3,4-trimethyl-3,4-dihydroisoquinoline derivatives

Three-component condensation of veratrole with pivalaldehyde and nitriles (ethyl cyanoacetate, cyanoacetamide, and benzonitrile) in concentrated sulfuric acid leads to the formation of 1-substituted 6,7-dimethoxy-3,3,4-trimethyl-3,4-dihydroisoquinolines.

Spirocyclohexadienones: X. Three-component condesation of 1,2,3- and 1,2,4-trimethoxybenzenes with cyclohexanecarbaldehyde and nitriles. Synthesis of 1,2- and 1,4-dimethoxy-14-azadispiro[5.1.5.2]pentadeca-1,4-dien-3-ones

Substituted 1,2- and 1,4-dimethoxy-14-azadispiro[5.1.5.2]pentadeca-1,4-dien-3-ones and 1,2(1,4)-dimethoxy-14-azadispiro[5.1.5.2]pentadeca-1,4,14-trien-3-ones were synthesized by three-component condensation of cyclohexanecarbaldehyde with 1,2,3- or 1,2,4-trimethoxybenzene and the corresponding nitriles in the presence of concentrated sulfuric acid.

Spirocyclohexadienones: IX. Synthesis of 1-alkoxycarbonylmethylidene-6,10-dimethoxy-8-[(alkoxycarbonyl)cyanomethylidene]-3,3-R2-2-azaspiro[4.5]deca-6,9-dienes by four-component condensation of 1,3,5-trimethoxybenzene with α-branched aldehydes and alkyl cyanoacetates

Four-component condensation of 1,3,5-trimethoxybenzene, a C2-synton, and alkyl cyanoacetate in the presence of concentrated sulfuric acid gave the corresponding 1-alkoxycarbonylmethylidene-6,10-dimethoxy-8-[(alkoxycarbonyl)cyanomethylidene]-3,3-R2-2-azaspiro[4.5]deca-6,9-dienes.

Spirocyclohexadienones: VIII. 1-R-3,3-Dimethyl-2-azaspiro[5.5]undeca-1,7,10-trien-9-ones

Abstract1-R-3,3-Dimethyl-2-azaspiro[5.5]undeca-1,7,10-trien-9-ones were synthesized by condensation of 4-(p-methoxyphenyl)-2-methylbutan-2-ol with nitriles RCN in the presence of a concn. sulfuric acid.