H 62 Heterocyclization of Fluorinated Di- and Tricarbonyl Compounds [Text] : доклад, тезисы доклада / Ya. V. Burgart, O. G. Kuzueva, A. S. Fokin, V. I. Saloutin // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P51 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
S 98 Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions [] / Ya. V. Burgart, A. S. Fokin, O. G. Kuzueva, O. N. Chupakhin, V. I. Saloutin // Journal of Fluorine Chemistry. - 1998. - Vol. 92, № 2. - С. 101-108 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New fluorinated 2-arylhydrazones of 1,2,3-triketones, 2-arylhydrazone-1,2,3-diketo esters and 3-arylhydrazone-1,2,3,4-triketo esters have been prepared by the coupling of fluorine-containing 1,3-keto esters, 1,3-diketones, acyl(aroyl)pyruvic esters and their chelates with aryldiazonium chlorides. The arylhydrazones react with hydrazine hydrate, phenylhydrazine, thiosemicarbazide and hydroxylamine to form the corresponding pyrazole and isoxazole derivatives. Interaction of 3-arylhydrazone-1,2,3,4-diketo esters with o-phenylenediamine results in quinoxaline products. Intramolecular cyclization of the arylhydrazones with pentafluorophenyl substituents leads to cinnolone derivatives |
P 43 Perfluoroepoxyoxolanes in the synthesis of fluorine-containing heterocycles [Electronic resource] / V. I. Filyakova, A. Ya. Zapevalov, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 6. - P884-889. - Bibliogr. : p. 889 (15 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PERFLUOROEPOXYOXOLANES -- HETEROCYCLES -- FLUORINE-CONTAINING HETEROCYCLES -- NUCLEOPHILES -- DIFUNCTIONAL NUCLEOPHILES -- OXIRANE RING Аннотация: Perfluoro-3,4-epoxyoxolane and 3,4-epoxy-2- trifluoromethylpentafluorooxolane readily reacted with difunctional nucleophiles via opening of the oxirane ring and subsequent heterocyclization. Their reactions with thiourea and o-phenylenediamine gave new fluorine-containing fused heterocyclic compounds 2-amino-3a-hydroxy-4,4,6,6,6a-pentafluoro-3a,4,6, 6a-tetrahydrofuro[3,4-d][1,3]thiazole and 1,1,3,3-tetrafluoro- and 1-trifluoromethyl-1,3,3-trifluoro-1,3-dihydrofuro[3,4-b]quinoxalines, respectively. The molecular and crystalline structures of the products were determined by X-ray analysis. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (6), 884.pdf |
R 30 Reaction of 3-(polyfluoroacyl)chromones with hydrazines: new regioselective synthesis of RF-containing pyrazoles [Electronic resource] / V. Ya. Sosnovskikh, R. A. Irgashev, V. S. Moshkin, M. I. Kodess // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 10. - P2146-2155 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 3-(polyfluoroacyl)chromones with hydrazine, methyl-and phenylhydrazines proceed by the mechanism of nucleophilic 1,4-addition with subsequent pyrone ring opening and heterocyclization at the polyfluoroacyl group to 4-(2-hydroxyaroyl)-3-polyfluoro-alkylpyrazoles or at the aroyl group to 4-polyfluoroalkyl-2,4-dihydrochromeno[4,3-c]pyrazol-4-ols. Regiochemistry of the products was established based on the data of 2D-experiments HSQC, HMBC, and NOESY and X-ray diffraction study \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (10), 2146.pdf |
K 45 Kim, D. G. Tandem heterocyclization in the synthesis of novel imidazo[1,5-d][1,3,4]thiadiazine / D. G. Kim, E. S. Ilinykh, P. A. Slepukhin // Chemistry of Heterocyclic Compounds. - 2011. - Vol. 46, № 11. - P1418-1419 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,3,4-THIADIAZOLE -- 7-AMINO -- THIADIAZINIUM PENTAIODIDE \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2011, v.46, N 11, p.1418-1419.pdf |
F 94 Frolova, T. V. Heterocyclization of 5-ethyl- 2-methallylthio-6-methyl-4(3H)-pyrimidinone using acids / T. V. Frolova, P. A. Slepukhin, D. G. Kim // Chemistry of Heterocyclic Compounds. - 2011. - Vol. 47, № 2. - P252-254. - Bibliogr. : p. 253-254 (6 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): X-RAY STRUCTURAL ANALYSIS ???? -- 4(3H)-PYRIMIDINONES -- HETERO-CYCLIZATION \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2011, v.47, N 2, p.252-254.pdf |
S 98 Synthesis of fluorine-containing allantoins, hydantoins, and oxazolones from terminal perfluoroolefin oxides and urea / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2012. - Vol.48, №3. - С. 387-393 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ALLANTOINS -- HYDANTOINS -- OXAZOLONES Аннотация: 1,2-Epoxyoctafluorobutane reacted with urea in DMSO and aqueous DMSO, dioxane, and acetonitrile to give 40–42% of 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione. 5-Hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione was formed in 54% yield in analogous reaction of 1,2-epoxytridecafluorooctane with urea in aqueous DMSO. The reactions of 1,2-epoxyoctafluorobutane and 1,2-epoxytridecafluorooctane with urea in anhydrous dioxane and acetonitrile unexpectedly afforded heterocyclization products, 2-amino-5-fluoro-5-perfluoroalkyloxazol-4(5H)-ones (yield 11–82%). Fluorine-containing allantoin, 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (yield 19%), and N-(1-hydroxy-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-urea (yield 46%) were synthesized for the first time by reaction of 1,2-epoxytridecafluoroctane with urea in DMSO and aqueous DMSO \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2012, 48 (3), 387-393.pdf |
U 62 Unusual heterocyclization of chalcone podands with 3-amino-1,2,4-triazole / I. G. Ovchinnikova, M. S. Valova, E. G. Matochkina, M. I. Kodess, A. A. Tumashov, P. A. Slepukhin, O. V. Fedorova, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 965-974 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TEMPLATE SYNTHESIS -- CHALCONE PODAND -- CROWN ETHERS Аннотация: A new type of intramolecular cyclization of 1,5-bis[2-(E-3-oxo-3-phenylprop-1-enyl)-phenoxy]-3-oxapentane with 3-aminotriazole promoted by potassium ions was discovered. A cascade mechanism for the formation of crownophane with 4,7-dihydro[1,2,4]triazolo[1,5-a]-pyrimidine fragment was suggested. Effects of oligooxyethylene fragment of the chalcone podand and acid-base catalysis on the selectivity of the cyclocondensation processes and degree of oxidation of triazolopyrimidine fragments were studied. The product structures were confirmed by IR, 1H and 13C NMR spectroscopy and X-ray diffraction study \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 965-974.pdf |
F 62 Five-membered 2,3-dioxoheterocycles: LXXXVI. Spiro-heterocyclization of 1-aryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones under the action of 3-arylamino-1H-inden-1-ones. Crystal and molecular structure of 4′-hydroxy-3′-(2,4-dimethylbenzoyl)-1,1′-diphenyl-1H-spiro[indeno[1,2-b]pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-trione / N. V. bubnov, E. S. Denislamova, P. A. Slepukhin, A. N. Maslivets // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2012. - Vol.48, №5. - С. 694-698 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SPIRO-HETEROCYCLIZATION -- METHOXYCARBONYL -- INDOLE Аннотация: 1-Aryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones react with 3-arylamino-1H-inden-1-ones affording 1,1′-diaryl-3′-aroyl-4′-hydroxy-1H-spiro[indeno[1,2-b]pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-triones. The crystal and molecular structure of 4′-hydroxy-3′-(2,4-dimethylbenzoyl)-1,1′-diphenyl-1H-spiro[indeno[1,2-b] pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-trione \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2012, 48 (5), 694-698.pdf |
F 62 Five-membered 2,3-dioxo heterocycles: XCIII. Spiro heterocyclization of 4,5-diaroyl-1H-pyrrole-2,3-diones with acyclic enamine. Crystalline and molecular structure of substituted 1,7-diazaspiro[4.4]nonane [Electronic resource] / P. S. Silaichev, N. V. Kudrevatykh, P. A. Slepukhin, A. N. Maslivets // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №6. - С. 860-863. - Bibliogr. : p. 863 (7 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2,3-DIOXOHETEROCYCLES -- SPIRO-HETEROCYCLIZATION -- 2,3-DIONES Аннотация: 4,5-Diaroyl-1-aryl-1H-pyrrole-2,3-diones reacted with ethyl 3-amino-3-phenylprop-2-enoate to give ethyl 4-aroyl-1,6-diaryl-3-hydroxy-2-oxo-8-phenyl-1,7-diazaspiro[4.4]nona-3,6,8-triene-9-carboxylates. The crystalline and molecular structures of ethyl 4-benzoyl-3-hydroxy-1-(4-methylphenyl)-2-oxo-6,8-diphenyl-1,7-diazaspiro[4.4]nona-3,6,8-triene-9-carboxylate were determined by X-ray analysis \\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (6), 860-863.pdf |
S 98 Synthesis of new fluorine-containing pyrazolo[3,4-b]pyridinones [Electronic resource] / K. S. Rodygin, S. A. Rubtsova, P. A. Slepukhin, A. V. Kuchin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №4. - С. 733-745. - Bibliogr. : p. 745 (28 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): MICROWAVE IRRADIATION -- AMINOPYRAZOLES -- ARYLSULFANYL(DIFLUORO)METHYL GROUP Аннотация: Methods for the synthesis of 4 R 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones (R = CF2SAr and 4 CFHSAr) were developed. The derivatives with R = CF2SAr were ob tained by both heterocyclization of 1 substituted 5 aminopyrazoles with ethyl 4,4 difluoro 3 oxo 4 phenylsulfanylbutanoate and replacement of the Br atom in 4 bromodifluoromethyl 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones by sodium arenethiolates. The fragment 4 CF HSAr was introduced by replacement of the Cl atom in 4 chlorofluoromethyl 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones by sodium arenethiolates. Oxidation of 4 CF2SPh 6,7 dihydro 1H pyrazolo[3,4 b]pyridin 6 ones gave the corresponding sulfoxides; their structures were con firmed by X ray diffraction data \\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (4), 733-745.pdf |
S 98 Synthesis of dispiro heteroanalogs of pyrrolizidine alkaloids: Crystal and molecular structure of substituted 3',4",5-trioxodispiro[(2",5"- cyclohexadiene)-1"(4"H),7'-[7H]pyrrolizine-2'(3'H),2-[2H]pyrrole] -1'-carboxamide [Electronic resource] / V. V. Konovalova, Y. S. Rozhkova, Yu. V. Shklyaev, P. A. Slepukhin, A. N. Maslivets // ARKIVOC. - 2014. - №4. - С. 124-134. - Bibliogr. : p. 134 (14 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROCYCLIZATION -- PYRROLIZIDINE ALKALOIDS -- BENZOXAZINE Аннотация: 3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones react with substituted 2-(3,3-dimethyl-8-oxo-2-azaspiro[4.5]deca-6,9-dien-1-ylidene) acetamides to produce substituted 3',4",5-trioxodispiro[(2",5"- cyclohexadiene)-1"(4"H),7'-[7H]pyrrolizine-2'(3'H),2-[2H]pyrrole] systems. The crystal and molecular structure of substituted 3',4",5- trioxodispiro[(2",5"-cyclohexadiene)-1"(4"H),7'-[7H] pyrrolizine-2'(3'H),2-[2H]pyrrole]-1'-carboxamide was confirmed by X-ray analysis |
D 62 Direct heterocyclization of [3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides with aroylketenes. Crystal and molecular structure of (Z)-3-(4a-methyl-1,3,4,4a,5,10bhexahydrophenanthridin 6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione [Electronic resource] / V. V. Konovalova, Yu. V. Shklyaev, P. A. Slepukhin, A. N. Maslivets // ARKIVOC. - 2013. - iv. - С. 15-20. - Bibliogr. : p. 20 (11 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AROYLKETENE -- DIOXINONE -- HETERO CYCLIZATION Аннотация: Aroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones react with (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides and (Z)-2-[4amethyl- 1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene]acetamide to produce (Z)-4- aryl-3-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)pyridine-2,6(1H,3H)-diones and (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine- 2,6(1H,3H)-dione. The crystal and molecular structure of (Z)-3-(4a-methyl-1,3,4,4a,5,10bhexahydrophenanthridin- 6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione was confirmed by X-ray analysis \\\\expert2\\NBO\\ARKIVOC\\2013, p.15-20.pdf |
F 97 Functionalized 2-(5-arylpyridin-2-yl)quinolines: synthesis and photophysical properties [Electronic resource] / D. S. Kopchuk, A. F. Khasanov, G. A. Kim, E. V. Nosova, G. V. Zyryanov, I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2015. - Vol. 64, № 4. - С. 872-877. - Bibliogr. : p. 877 (36 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-(PYRIDIN-2-YL)QUINOLINES -- HETEROCYCLIZATION -- LUMINESCENCE Аннотация: An efficient approach to the synthesis of 2-(5-arylpyridin-2-yl)quinolines containing fluorine atoms and a cyclopentene fragment was suggested. Photophysical properties of new compounds were studied and compared to those of the earlier described compounds without such functional groups \\\\expert2\\nbo\\Russian Chemical Bulletin\\2015, 64 (4), 872-877.pdf |
R 30 Reaction of S-allyl and propargyl derivatives of 2-thiouracils with hydrobromic acid [Electronic resource] / T. V. Frolova, D. G. Kim, V. V. Sharutin, K. Yu. Osheko, P. A. Slepukhin, V. N. Charushin // Russian Journal of General Chemistry. - 2016. - Vol. 86, № 6. - С. 1288-1291 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-ALKENYLTHIO-4(3h)-PYRIMIDINONES -- HYDROBROMIC ACID -- 2-PROPARGYLTHIO-4(3h)-PYRIMIDINONES Аннотация: Hydrobromic acid reacts with 2-methallylthio- and 2-prenylthio-4(3De)-pyrimidinones with participation of the double bond to give the products of heterocyclization, and with 2-allylthio- and 2-propargylthio-6-methyl-4(3De)-pyrimidinones, with the retention of the double bond and the formation of hydrobromides \\\\expert2\\NBO\\Russian Journal of General Chemistry\\2016, V. 86, N 6, p. 1288-1291.pdf |
E 43 Electrophilic heterocyclization reactions of allylamino- and propargylamino-substituted sym-tetrazines in the presence of HgI2 / R. I. Ishmetova, I. A. Belyaninova, N. K. Ignatenko, P. A. Slepukhin, G. L. Rusinov, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2017. - Vol. 53, № 2. - P213-218 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4,5-TETRAZINES -- ELECTROPHILIC HETEROCYCLIZATION -- IMIDAZO[1,2-B][1, 2, 4, 5]TETRAZINES -- MERCURY(ii) IODIDE -- NUCLEOPHILIC SUBSTITUTION Аннотация: A range of 3-azolyl-6-methylimidazo[1,2-b][1,2,4,5]tetrazines was obtained for the first time by electrophilic heterocyclization of \\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2017 v.53 p.213-218.pdf |
Synthesis of 2-imidazolines by co-grinding of n-tosylaziridines and nitriles / A. De, A. Majee, S. Santra [et al.] // Mendeleev Communications. - 2020. - Vol. 30, № 2. - P188-189 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-IMIDAZOLINES -- AZIRIDINES -- GRINDING -- HETEROCYCLIZATION -- NITRILES -- SOLVENT-FREE REACTIONS Аннотация: Solvent-free solid-state co-grinding of N-tosylaziridines and nitriles in the presence of perchloric acid as the catalyst affords 2-imidazolines in good yields. |
P 99 Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use / V. V. Fedotov, V. L. Rusinov, E. N. Ulomsky [et al.] // Chemistry of Heterocyclic Compounds. - 2021. - Vol. 57, № 4. - P383–409 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-AMINOBENZIMIDAZOLE -- PYRIMIDO[1,2-A]BENZIMIDAZOLES -- POLYNITROGEN-CONTAINING HETEROARENES -- HETEROCYCLIZATION -- MULTICOMPONENT REACTIONS Аннотация: The review presents data on the synthesis as well as studies of biological activity of new derivatives of pyrimido[1,2-a]benzimidazoles published over the last decade. The bibliography of the review includes 136 sources. |
A 10 A new synthesis of 4'-trifluoromethyl-2,2':6',2"-terpyridine / V. I. Filyakova, N. S. Boltacheva, M. G. Pervova, V. N. Charushin // Mendeleev Communications. - 2021. - Vol. 31, № 3. - P388-389 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ORGANOFLUORINE COMPOUNDS -- b-AMINOVINYL KETONES -- REGIOISOMERISM -- HETEROCYCLIZATION -- PYRIDINES -- 2,2':6',2''-TERPYRIDINES Аннотация: Reflux of two isomeric 3-amino-4,4,4-trifluoro-1-(2-pyridyl)but-2-en-1-one and 3-amino-1,1,1-trifluoro-4-(2-pyridyl)-but-3-en-2-one in acetic acid affords 4′-trifluoromethyl-2,2′:6′,2″-terpyridine (37%) with 1.4% admixture of 6′-trifluoromethyl-2,2′:4′,2″-terpyridine. |