S 98 Synthesis of [1,3]thiazolo[5,4- b ]pyridine-2-carboxamides [Electronic resource] / V. N. Yarovenko, A. V. Polushina, I. V. Zavarzin, M. M. Krayushkin, S. K. Kotovskaya, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 3. - P429-431 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: [1,3]Thiazolo[5,4-b]pyridine-2-carboxamides were synthesized by reaction of 2-nitropyridin-3-amine with dithio esters containing a carbamoyl group \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (3), 429.pdf |
F 70 Fluorine-containing Heterocycles. X. Acetoacetamides in the Synthesis of Fluorine-containing Chromone [Electronic resource] / G. N. Lipunova, E. V. Nosova, M. I. Kodess, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 8. - P1162-1166 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluorine-containing chromone-3-carboxamides were synthesized by reaction of tetra(penta)fluoro-benzoyl chlorides with acetoacetamides in dichloromethane in the presence of triethylamine. Nucleophilic substitution of fluorine atoms by amine rests in compounds synthesized was investigated \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (8), 1162.pdf |
R 30 Reactions of zinc enolates derived from 1-aryl-2,2-di-bromoalkanones with 2-acyl-3H-benzo[f]chromen-3-ones, 6-bromo-2-oxochromene-3-carboxamides, and 3-oxo-3H-benzo-[f]chromene-2-carboxamides [Electronic resource] / V. V. Shchepin, M. M. Kalyuzhnyi, P. S. Silaichev, M. A. Ezhikova, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 9. - P1353-1358 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates derived from substituted 1-aryl-2,2-dibromoalkanones reacted with 2-acyl-3H-benzo-[f]chromen-3-ones to give 1-alkyl-1-aroyl-1a-acyl-1a, 9c-dihydro-1H-3-oxacyclopropa[c]phenanthren-2-ones which were formed as a single stereoisomer. Reactions of the same zinc enolates with 6-bromo-2-oxo-chromene-3-carboxamides (piperidides and morpholides) afforded 1-aroyl-6-bromo-1-alkyl-1a-piperidino-(morpholino)carbonyl-1a,7b-dihydrocyclopropa[c]chromen-2-ones with high stereoselectivity. Likewise, 1-benzoyl-1-methyl-1a-morpholinocarbonyl-1a, 9c-dihydro-1H-3-oxacyclopropa[c]phenanthren-2-one was obtained by reac-tion with 3-oxo-3H-benzo[f]chromene-2-carboxylic acid morpholide \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (9), 1353.pdf |
C 98 Cyclopropanation of N-Substituted 2-Oxochromene- and 6-Bromo-2-oxochromene-3-carboxamides with Zinc Enolates Derived from 1-Aryl-2,2-dibromoalkanones [Electronic resource] / V. V. Shchepin, P. S. Silaichev, R. V. Shchepin, M. A. Ezhikova, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 4. - P527-534 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates derived from 1-aryl-2,2-dibromoalkanones react with N-cyclohexyl-2-oxochromene-3-carboxamides to give N-cyclohexyl-1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxamides mainly as cis isomers with respect to the substituents in positions 1 and 1a. Reactions of the same zinc enolates with N-benzyl-2-oxochromene-3-carboxamide and N-benzyl-6-bromo-2-oxochromene-3-carboxamide lead to formation of 1-aryl-2-benzyl- and 1-aryl-2-benzyl-6-bromo-1-hydroxy-9c-alkyl-1,2,9b,9c-tetrahydro-5-oxa-2-azacyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones. The reaction of zinc enolates with N-aryl-2-oxochromene-3-carboxamides in a weakly polar solvent (diethyl ether or ethyl acetate) affords mixtures of cis-N-aryl-1-aroyl-1-alkyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxamides and their cyclic isomers, 9c-alkyl-1,2-diaryl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-azacyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones, the latter prevailing. N-Substituted 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxamides in which the aroyl group on C1 and the carboxamide group on C1a are arranged trans are formed by reactions of zinc enolates with the corresponding 2-oxochromene-3-carboxamides in the presence of hexamethylphosphoric triamide \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (4), 527.pdf |
C 98 Cyclopropanation of 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides with bromine-containing zinc enolates [Electronic resource] / V. V. Shchepin, Yu. G. Stepanyan, P. S. Silaichev, M. A. Ezhikova, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 7. - P1002-1007 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates derived from 2,2-dibromoindan-1-one and 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one reacted with 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides to give, respectively, 3-aryl-1?-oxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2-2-dicarbonitriles, 3-aryl-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2,2-dicarbonitriles, alkyl 3-aryl-2-cyano-1?-oxo-1?,3?-dihydrospiro[cyclopropane-1,2?-indene]-2-carboxylates, alkyl 3-aryl-2-cyano-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2-carboxylates, and N-substituted 3-aryl-2-cyanol-1?-oxo-3?,4?-dihydro-1?H-spiro[cyclopropane-1,2?-naphthalene]-2-carboxamides as a single diastereoisomer. The stereoconfiguration of the products was determined by 1H and 13C NMR spectroscopy \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (7), 1002.pdf |
R 30 Reaction of N-substituted 2-oxochromen-3-carboxamides with bromoderivatives of zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxoalkanoates and zinc [Electronic resource] / V. V. Shchepin, P. S. Silaichev, N. Yu. Russkikh, M. I. Vahrin, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 8. - P1157-1163 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ZINC ENOLATES -- CARBOXAMIDES -- E-POSITION Аннотация: Zinc enolates obtained from ethyl 2,2-dialkyl-4,4-dibromo-3-oxobutanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides forming ethyl 3-(1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoate isomer with a Z-position of methine hydrogens. Zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides to give rise to esters of 3-(1-alkyl-1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa-[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoic acid as isomers with the E-position of the methine proton and the alkyl substituent. The reaction carried out in the presence of small quantities of THF and HMPA leads to the formation of 9c-alkyl-2-R3-9b,9c-dihydro-5-oxa-2-azacyclopenta[2,3]-cyclopropa[1,2-a]naphthalene-1,3,4-triones. Zinc enolates from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc with the secondary amides of 2-oxochromen-3-carboxylic acid form alkyl 3-(2-oxo-1a-(piperidinocarbonyl)-and 3-(6-R1-1a-(morpholinocarbonyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-R2,R2-3-oxopropanoates as single geometrical isomers \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (8), 1157.pdf |
C 98 Cyclopropanation of N-substituted 3-aryl-2-cyanoprop-2-enamides and derivatives of 5,5-Dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylic acid and 2-oxochromene-3-carboxylic acid with bromine-containing zinc enolates [Electronic resource] / V. V. Shchepin, P. S. Silaichev, Yu. G. Stepanyan, M. M. Kalyuzhnyi, N. Yu. Russkikh, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 7. - P973-980 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates derived from 1-aryl-2,2-dibromoalkanones react with N-substituted 3-aryl-2-cyanoprop-2-enamides and 5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylic and 2-oxochromene-3-carboxylic acid derivatives to give, respectively, N-substituted 2-alkyl-3-aryl-2-aroyl-1-cyanocyclopropane-1-carboxamides, 6-(4-bromobenzoyl)-4,4,6-trimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester and morpholide, and 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropla[c]chromene-1a-carboxylic acids as a single geometric isomer. Treatment of 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxylic acids with carboxylic acid anhydrides leads to the formation of the corresponding 9c-alkyl-1-aryl-3,4-dioxo-9b,9c-dihydro-2,5-dioxacyclopenta[2,3]cyclopropa[1,2-a]naphthalen-1-yl carboxylates \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (7), 973.pdf |
S 98 Synthesis of N-substituted 7-aryl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxamides / V. L. Gein, T. M. Zamaraeva, N. V. Nosova, M. I. Vakhrin, P. A. Slepukhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2012. - Vol.48, №3. - С. 419-422 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- 6-CARBOXAMIDES -- PYRIMIDINE Аннотация: Three-component reaction of N-methyl- or N,N-diethyl-3-oxobutanamide with aromatic aldehydes and tetrazol-5-amine monohydrate gave the corresponding N-substituted 7-aryl-5-methyl-4,7-dihydrotetrazolo-[1,5-a]pyrimidine-6-carboxamides \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2012, 48 (3), 419-422.pdf |
S 60 Silaichev, P. S. Five-membered 2,3-dioxoheterocycles: XCIV. Recyclization of 4,5-diaroyl-1H-pyrrole-2,3-diones under the action of 3-aminopyrazolo[3,4-b]pyridine. Crystal and molecular structure of substituted pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine [Electronic resource] / P. S. Silaichev, P. A. Slepukhin, A. N. Maslivets // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №8. - С. 1203-1207. - Bibliogr. : p. 1207 (28 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2,3-DIOXOHETEROCYCLES -- RECYCLIZATION -- PYRIMIDINE Аннотация: 1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones react with 3-amino-4,6-dimethyl-2H-pyrazolo[3,4-b]-pyridine affording N-aryl-2,3-diaroyl-8,10-dimethylpyrido [2′,3′:3,4]pyrazolo[1,5-a]pyrimidine-4-carboxamides \\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (8), 1203-1207.pdf |
R 30 Reaction of 4-aryl-2-hydroxy-4-oxo-2-butenoic acid N-(4-acetylaminosulfonylphenyl)amides with hydrazine hydrate and phenylhydrazine [Electronic resource] / V. L. Gein, O. V. Bobrovskaya, G. N. Seliverstov, P. A. Slepukhin // Russian Journal of General Chemistry. - 2016. - Vol. 86, № 2. - С. 300-304 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HYDRAZINE -- PYRAZOLE-3-CARBOXAMIDES -- PHENYLHYDRAZINE Аннотация: Reaction of 4-aryl-2-hydroxy-4-oxo-2-butenoic acid N-(4-acetylaminosulfonylphenyl)amides with hydrazine hydrate and phenylhydrazine in acetic acid has afforded N-[4-(acetylaminosulfonyl)phenyl]-5-arylpyrazole-3-carboxamides. \\\\expert2\\NBO\\Russian Journal of General Chemistry\\2016, V. 86, N 2, p. 300-304.pdf |