F 62 Five-membered 2,3-dioxo heterocycles: LXXVIII. Acylation of fischer's base with aroylketenes. Crystalline and molecular structure of (1E, 3Z)-4-(4-chlorophenyl)-4-hydroxy-1-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)but-3-en-2-one [Electronic resource] / V. V. Konovalova, Yu. V. Shklyaev, P. A. Slepukhin, A. N. Maslivets> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 7. - P1062-1065. - Bibliogr. : p. 1065 (11 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Aroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones reacted with 1,3,3-trimethyl-2-methylidene-1,3-dihydro-2H-indole (Fischer's base) to produce (1E,3Z)-4-aryl-4-hydroxy-1-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)but-3-en-2-ones. The crystalline and molecular structures of (1E,3Z)-4-(4-chlorophenyl)-4-hydroxy-1-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)but-3-en-2-one were determined by X-ray analysis \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (7), 1062.pdf |
A 10 A simple synthesis of the pentacyclic lamellarin skeleton from 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl(benzyl)-3,4-dihydroisoquinolines / V. Yu. Korotaev, V. Ya. Sosnovskikh, A. Yu. Barkov, P. A. Slepukhin, M. A. Ezhikova, M. I. Kodess, Yu. V. Shklyaev> // Tetrahedron. - 2011. - Vol. 67, № 45. - С. 8685-8698 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): LAMELLARIN ALKALOIDS -- ISOQUINOLINE DERIVATIVES -- HETEROCYCLIC SYSTEM Аннотация: The basic structural framework of lamellarin alkaloids, 8,9-dihydro-6H-chromeno[4?,3?:4,5]pyrrolo[2,1-a]isoquinoline derivatives, has been obtained in good yields via Grob synthesis between 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl-3,4-dihydroisoquinolines in refluxing isobutanol. In the case of 1-benzyl-3,4-dihydroisoquinolines, a dynamic NMR effect was observed in the 1H and 19F NMR spectra of the products as a result of restricted rotation about the single bond linking the benzene ring and the heterocyclic system. When the reaction was carried out with 3-nitro-2-(trichloromethyl)-2H-chromenes in toluene at room temperature, only Michael adducts, as a mixture of two diastereomers, were isolated.??????--------------------------------------------------------------------------------?? |
S 78 Spirocyclohexadienones: XIII. Reactions of schiff bases with enamines derived from 3,4-dihydroisoquinoline and with spiro[naphthalene-1,3′-pyrrol]-4-one / V. A. Glushkov, G. F. Krainova, O. A. Maiorova, V. I. Karmanov, A. A. Gorbunov, P. A. Slepukhin> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2012. - Vol.48, №4. - С. 575-581 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SPIROCYCLOHEXADIENONE -- ENAMINES -- DIHYDROISOQUINOLINES Аннотация: Addition of 1,3,3-trimethyl-3,4-dihydroisoquinolines to N-benzylideneanilines gives substituted N-[2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-1-phenylethyl]anilines, whereas 2′,5′,5′-trimethyl-4′,5′-dihydro-4H-spiro[naphthalene-1,3′-pyrrol]-4-one reacts with N-benzylideneanilines along two pathways involving cyclization to substituted 2,3,3a,4,10,11-hexahydrobenzo[f]pyrrolo[2,3-d]quinolin-5(1H)-ones or elimination of the aniline residue with formation of substituted 5′,5′-trimethyl-2-styryl-4′,5′-dihydro-4H-spiro[naphthalene-1,3′-pyrrol]-4-ones \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2012, 48 (4), 575-581.pdf |
S 98 Synthesis of Novel 5,6-Dihydropyrrolo[2,1-a]isoquinolines via Grob Reaction between (E)-1,1,1-Trifluoro-3-nitro-2-butene and 3,4-Dihydroisoquinolines / V. Yu. Korotaev, V. Ya. Sosnovskikh, A. Yu. Barkov, P. A. Slepukhin, Yu. V. Shklyaev> // Journal of Heterocyclic Chemistry. - 2012. - Vol.49, №4. - С. 856-860 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DIHYDROPYRROL -- ISOQUINOLINES -- DIHYDROISOQUINOLINES Аннотация: Uncatalyzed cycloaddition of 3,4-dihydroisoquinolines to (E)-1,1,1-trifluoro-3-nitro-2-butene via Grob reaction provide a simple one-step route to the 5,6-dihydropyrrolo[2,1-a]isoquinolines, which represent the basic structural framework of the antitumor active alkaloid crispine \\\\expert2\\NBO\\Journal of Heterocyclic Chemistry\\2010.v.49, p.856.pdf |
8,9,10-Trifluoro-6-oxo-6H-pyrido[1,2-a]quinoline-5-carbonitrile in the synthesis of novel 1-heteryl-3,3-dimethyl-3,4-dihydroisoquinolines [Electronic resource] / T. S. Vshivkova, Yu. V. Shklyaev, E. V. Nosova, G. N. Lipunova, V. N. Charushin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2012. - Vol.61, №8. - С. 1650-1652. - Bibliogr. : p. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 3,4-dihydroisoquinolines -- THREE-COMPONENT CONDENSATION -- ISOBUTYRALDEHYDE Аннотация: 3,4-Dihydroisoquinolines containing the 8,9,10-trifluoro-6H-pyrido[1,2-a]quinolin-6-one substituent in position 1 were obtained by three-component reactions between arenes, isobutyraldehyde, and 8,9,10-trifluoro-6-oxo-6H-pyrido[1,2-a]quinoline-5-carbonitrile in H2SO4 \\\\expert2\\NBO\\Russian Chemical Bulletin\\2012, 61 (8), 1650-1652.pdf |