П 50 Полифторбензоилхлориды и изотиоцианаты в реакциях с СH-активными бензимидазолами [] = Polyfluorobenzoyl chlorides and isothiocyanates in reactions with CH-reactive benzimidazoles / Э. В. Носова, Г. Н. Липунова, А. А. Лаева, В. Н. Чарушин // Изв. АН. Сер. Химическая. - 2005. - N 3. - 720-724: рис. - Библиогр. : с. 724 (24 назв.) . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Взаимодействием (2-бензоилметил)бензимидазола с тетра- и пентафторбензоилхлоридами получены фторсодержащие 6-бензоил-7H-бензимидазо[3,2-а]хинолоны. На основе 2-цианометилбензимидазола или 2-бензоилметилбензимидазола и тетра(пента)фторбензоилизотиоцианатов синтезированы фторсодержащие 1,3-бензотиазиноны, для которых выявлены различия в реакциях с циклоалкилиминами. |
F 70 Fluoro-containing heterocycles: Part XIII. Fluoro-containing derivatives of thiazolo[3,2-a]-, benzothiazolo[3,2-a]-, and benzimidazo[3,2-a]quinazolinones [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1671-1677. - Библиогр. : с. 1677 (22 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 2-aminothiazole, derivatives of 2-aminobenzothiazole and 2-aminobenzoimidazole with polyfluorobenzoyl chlorides gave rise to acylation products that at heating in the diphenyl ether formed fluoro-containing derivatives of thiazolo[3,2- a]-, benzothiazolo[3,2- a]-, and benzimidazo[3,2- a]quinazolinone. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1671.pdf |
K 46 Kinetic resolution of 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes via acylation with chiral acyl chlorides [Electronic resource] / G. L. Levit, V. P. Krasnov, A. M. Demin, M. I. Kodess, L. Sh. Sadretdinova, T. V. Matveeva, V. A. Ol'shevskaya, V. N. Kalinin, O. N. Chupakhin, V. N. Charushin // Mendeleev Communications. - 2004. - Vol. 14, № 6. - P293-295 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A study of the kinetic resolution of racemic 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes by chiral acyl chlorides has shown that N-tosyl-(S)-prolyl and N-phthaloyl-(S)-alaninyl chlorides are more efficient resolving agents than (S)-naproxen chloride. \\\\Expert2\\nbo\\Mendeleev Communications\\2004, v.14, p.293.pdf |
N 85 Nosova, E. V. Cyclization of 2-halobenzoyl chlorides with dinucleophiles as a versatile approach to fused heterocycles [Electronic resource] / E. V. Nosova, G. N. Lipunova, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1137-1152 : рис. - Библиогр.: с. 1151-1152 (103 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The review surveys methods for the construction of bi- and polycyclic nitrogen-, oxygen-, and sulfur-containing heterocycles based on reactions of 2-halobenzoyl chlorides with dinucleophiles.?? \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1137.pdf |
C 47 Charushin, V. N. Fluorinated derivatives of condensed heterocycles on the basis of (polyfluorobenzoyl)chlorides [Text] : доклад, тезисы доклада / V. N. Charushin, E. V. Nosova, G. N. Lipunova // XXth European Colloquium on Heterocyclic Chemistry, Stockholm,Sweden, 18-21 Aug. 2002 г. - Stockholm, 2002. - PB:4 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
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 |
F 70 Fluorocontaining Heterocycles: IX. Derivatives of Imidazo[2,1-b][1,3]benzothiazine [Electronic resource] / G. N. Lipunova, E. V. Nosova, G. A. Mokrushina, E. G. Oglobina, G. G. Aleksandrov, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2003. - Vol. 39, № 2. - P248-256 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The heating of derivatives of benzimidazole-2-thione and imidazolidine-2-thione with tetra(penta)fluorobenzoyl chlorides in toluene or pyridine gave rise to fluorocontaining derivatives of imidazo[2,1-b][1,3]benzothiazine. The latter were studied in reactions of nucleophilic substitution of fluorine for amino groups \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2003, 39 (2), 248.pdf |
F 70 Fluorinated benzimidazo[1,2-a]quinolones [Electronic resource] / G. N. Lipunova, E. V. Nosova, E. B. Vasil'eva, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 2. - P457-460 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 2-cyanomethylbenzimidazole with polyfluorobenzoyl chlorides afforded 2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxo-3-polyfluorophenylpropionitriles. Refluxing of the latter compounds in acetonitrile in the presence of DBU or in dimethylformamide in the presence of amines gave rise to fluorine-containing derivatives of benzimidazo[1,2-a]quinolone \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (2), 457.pdf |
K 46 Kinetic resolution of heterocyclic amines by reaction with optically active acid chlorides. The effect of reaction conditions on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine [Electronic resource] / V. P. Krasnov, G. L. Levit, M. A. Koroleva, I. M. Bukrina, L. Sh. Sadretdinova, I. N. Andreeva, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1253-1256 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The influence of the reaction conditions (solvent, base) on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine with (S)-naproxen and N-tosyl-(S)-proline chlorides was studied. The highest diastereoselectivity was observed for the reaction carried out in benzene in the presence of aliphatic tertiary amines \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1253.pdf |
S 98 Synthesis of 5-and 7-fluoroquinazolin-4(1H)-ones [Electronic resource] / A. A. Layeva, E. V. Nosova, G. N. Lipunova, T. V. Trashakhova, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2007. - Vol. 56, № 9. - P1821-1827 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 5-Fluoroquinazoline-2,4-diones and their 2-thio analogs were obtained from 6-fluoroanthranilic acid. Two convenient routes to 5-fluoroquinazolin-4-ones involved cyclocondensation of 6-fluoroanthranilamide with acid chlorides (anhydrides) or with aromatic (heterocyclic) aldehydes. A method for the synthesis of 7-fluoroquinazolin-4-one from 2,4-difluorobenzoic acid was proposed \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2007, 56 (9), 1821.pdf |
P 80 Polyfluorobenzoyl chlorides and isothiocyanates in reactions with CH-reactive benzimidazoles [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2005. - Vol. 54, № 3. - P733-737 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 2-benzoylmethylbenzimidazole with tetra- and pentafluorobenzoyl chlorides afford fluorine-containing 6-benzoyl-7H-benzimidazo[3,2-a]quinolones. 2-Cyanomethyl- or 2-benzoylmethylbenzimidazole reacts with tetra(penta) fluorobenzoyl isothiocyanates to give fluorine containing 1,3-benzothiazinones, which differently behave in reactions with cycloalkylimines \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2005, 54 (3), 733.pdf |
A 19 Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides [Text] / D. A. Gruzdev, G. L. Levit, V. P. Krasnov, E. N. Chulakov, L. Sh. Sadretdinova, A. N. Grishakov, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Tetrahedron: Asymmetry . - 2010. - Vol. 21, № 8. - P936-942 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2010, v. 21, p.936.pdf |
F 70 Fluorine-containing heterocycles. XVIII. Monofluoro derivatives of quinazolines and 1,3-benzothiazin-4-ones [Electronic resource] / E. V. Nosova, A. A. Laeva, T. V. Trashakhova, A. V. Golovchenko, G. N. Lipunova, P. A. Slepukhin, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 6. - P904-912 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 5- and 7-Fluoro-substituted quinazolines and 1,3-benzothiazin-4-ones were synthesized starting from 2-amino-6-fluorobenzonitrile and mono- and difluoro-substituted benzoic acid derivatives. The reactivities of di- and tetrafluoro-substituted benzoyl chlorides and benzoyl isothiocyanates in cyclocondensations leading to fluorinated quinazolines and 1,3-benzothiazines were compared \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (6), 904.pdf |
K 46 Kinetic resolution of (+-)-2-methyl-1,2,3,4-tetrahydroquinoline by proline derivatives [Text] : доклад, тезисы доклада / V. P. Krasnov, I. A. Nizova, A. Yu. Vigorov, G. L. Levit, L. Sh. Sadretdinova, V. N. Charushin // 15th European Symposium on Organic Chemistry, Dublin, 8-13 July 2007 :abstr. - Dublin, Ireland, 2007. - 231 (P167) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
S 91 Substituent effect on the stereoselectivity of acylation of racemic heterocyclic amines with N-phthaloyl-3-aryl-(S)-alanyl chlorides [Text] / G. L. Levit, D. A. Gruzdev, V. P. Krasnov, E. N. Chulakov, L. Sh. Sadretdinova, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Tetrahedron: Asymmetry . - 2011. - Vol. 22, № 2. - P185-189. - Bibliogr. : p. 189 (17ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The acylative kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using acyl chlorides of N-phthaloyl-(S)-phenylalanine, N-phthaloyl-3-(4-nitrophenyl)-(S)-alanine and N-phthaloyl-O-methyl-(S)-tyrosine as chiral resolving agents has been carried out. It is shown that the effectiveness of an acylative kinetic resolution depends on the electronic effects of substituents in the phenyl fragment of the acylating agent and increases as the electron-donating properties of the para-substituent (OMe H NO2) in phenyl fragment of N-phthaloyl-3-aryl-(S)-alanyl chlorides increase; conducting the process at a reduced temperature also contributes to an enhancement of the kinetic resolution \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2011, v. 22, p.185.pdf |
K 46 Kinetic resolution of (±)-2,3-dihydro-3-methyl-4h-1,4-benzoxazines with (s)-naproxen / V. N. Charushin, V. P. Krasnov, G. L. Levit, M. A. Koroleva, M. I. Kodess, O. N. Chupakhin, M. N. Kim, H. S. Lee, Y. J. Park, K. -C. Kim // Tetrahedron: Asymmetry . - 1999. - Vol. 10, № 14. - С. 2691-2702. - Bibliogr. : p. 2702 (13 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ENANTIOMERS -- BENZOXAZINES -- ACYL CHLORIDES \\\\Expert2\\nbo\\Tetrahedron Asymmetry\\1999. v. 10. p.2691.pdf |
2-Arylpropionyl chlorides in kinetic resolution of racemic 3-methyl-2,3-dihydro-4H-[1,4]benzoxazines [Electronic resource] / E. N. Chulakov, D. A. Gruzdev, G. L. Levit, L. Sh. Sadretdinova, V. P. Krasnov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 948-954. - Bibliogr. : p. 953-954 (34 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): KINETIC RESOLUTION -- ACYL CHLORIDES -- ENANTIOMERS Аннотация: Kinetic resolution of racemic 3 methyl 2,3 dihydro 4H [1,4]benzoxazines in the reaction with chiral 2 arylpropionyl chloride predominantly yielded R*,R* diastereomers. Ibuprofen acyl chloride as acylating agent was found to be more selective and sensitive to the changes in the reaction temperature as compared to naproxen acyl chloride and 2 phenylpropionyl chloride \\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 948-954.pdf |
A 19 Acylative kinetic resolution of racemic amines with N-protected (S)-amino acyl chlorides / D. A. Gruzdev, G. L. Levit, V. P. Krasnov, V. N. Charushin // 18th European Symposium on Organic Chemistry ESOC-2013, Marseille, France, 7-12 July 2013 : book of abstracts. - Marseille (France) , 2013. - 244 (P1-184) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): RACEMIC AMINES -- CHLORIDES -- ACYLATIVE KINETIC RESOLUTION |