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1.

Вид документа : Статья из журнала
Шифр издания : 54
Автор(ы) : Ratner V. G., Lork E., Pashkevich K. I., Roeschenthaler G.-V.
Заглавие : (E)-1,1,1-trifluoro-4-phenyl-but-2-ene-4-one and trimethyl phosphite
Место публикации : Journal of Fluorine Chemistry. - 2000. - Vol. 102, № 1-2. - С. 73-77
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The interaction of (E)-1,1,1-trifluoro-4-phenyl-but-2-ene-4-one (1) with trimethyl phosphite affords in a [4 + 1] cycloaddition the 1,2?5-oxaphospholene 2 as a sole product which upon hydrolysis is transformed into the fluoroalkyl containing ?-ketophosphonate 4. When the reaction is carried out in the presence of small mounts of water, in addition to 2 as a main product, the phosphoric acid ester 6 of the enolic dimer of ketone 1 is also formed. The molecular structure of compound 6 (monoclinic P 2(1)/c with a = 2088.60(2), b = 1403.1(3), c = 1613.8(1) pm, ? = 90, ? = 100.97(1), ? = 90°, Z = 8) was determined, indicating two independent molecules with (RR) and (SS) configuration and disordered CF3 groups.????
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2.

Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Bazhin D. N., Roeschenthaler G.-V., Chizhov D. L., Kudyakova Yu.S., Burgart Ya. V., Slepukhin P. A., Saloutin V. I., Charushin V. N.
Заглавие : A concise approach to CF3-containing furan-3-ones, (bis)pyrazoles from novel fluorinated building blocks based on 2,3-butanedione
Место публикации : Tetrahedron Letters. - 2014. - Vol. 55. - С. 5714-5717
Примечания : Bibliogr. : p. 5717 (16 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): clisen condensation --akoxyenones;--trifluoroacetylation
Аннотация: 1,1,1-Trifluoro-4,5,5-trimethoxyhex-3-en-2-one and lithium (2Z)-1,1,1-trifluoro-5,5-dialkoxy-4-oxohex-2-en-2-olate were synthesized for the first time via direct trifluoroacetylation of 2,3-butanedione acetal derivatives. A simple and effective approach to acetal or acyl substituted CF3-pyrazoles, 5,5′-bis(trifluoromethyl)-3,3′-bipyrazole, and, to 5-trifluoromethylfuran-3-ones is presented.
\\\\expert2\\nbo\\Tetrahedron Letters\\2014, v. 55, p. 5714.pdf
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3.

Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Bazhin D. N., Kudyakova Yu.S., Roeschenthaler G.-V., Burgart Ya. V., Slepukhin P. A., Isenov M. L., Saloutin V. I., Charushin V. N.
Заглавие : A Convenient Approach to CF3-Containing N-Heterocycles Based on 2-Methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one [Электронный ресурс]
Место публикации : European Journal of Organic Chemistry. - 2015. - № 23. - С. 5236-5245
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 5245 (23 ref.). - 18.01.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nitrogen heterocycles --fluorine--oxygen heterocycles
Аннотация: New synthetic routes to trifluoromethylated N-heterocycles based on condensations of 2-methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one with bifunctional N-nucleophiles are described. For the first time, trifluoromethyl-containing pyrazoles, pyrazolines and isoxazolines bearing hydrazone or oxime groups could be obtained by a one-pot strategy based on reactions of 5-(trifluoromethyl)furan-3(2H)-one with two equivalents of the corresponding hydrazines or hydroxylamine in the presence of an acid. The interaction of furan-3(2H)-one with ureas proceeded under mild conditions to furnish 1H-furo[2,3-d]imidazol-2(3H)-one derivatives in good yield. Further, a trifluoromethyl-containing quinoxaline derivative was obtained by condensation of furan-3(2H)-one with ortho-phenylenediamine.
\\\\expert2\\nbo\\European Journal of Organic Chemistry\\2015, №23. p.5236-5245.pdf
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4.

Вид документа : Статья из журнала
Шифр издания : 54/A 53
Автор(ы) : Khomutov O. G., Filyakova V. I., Kutchin A.V., Pashkevich K. I.
Заглавие : An efficient synthesis of alkylfluoroalkylketones
Место публикации : Journal of Fluorine Chemistry. - 1992. - Vol. 58, № 2-3. - С. 161
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Interaction of fluoroacyl chlorides with lithium tetraalkylaluminates II prepared by the hydroalumination of alkenes I results in fluorinated ketones III with yields of 65–70%.??RF = CF3, H(CF2)2, C4F9, C6F13 R1 = C3H7, C4H9, C6H13, C7H15??The reaction is simple and does not require an argon atmosphere, as is needed for most reactions of organoaluminum compounds????
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5.

Вид документа : Статья из журнала
Шифр издания : 54/C 52
Автор(ы) : Chizhov D. L., Roeschenthaler G.-V.
Заглавие : Reaction of trifluoromethylated beta-alkoxyenones with tris(trimethylsilyl) phosphite: A temperature influence on regioselectivity
Место публикации : Journal of Fluorine Chemistry. - 2006. - Vol. 127, № 2. - С. 235-239
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The interaction of tris(trimethylsilyl) phosphite (TMSO)3P and E-trifluoromethyl-alkoxyenones CF3C(O)CHCHOEt and CF3C(O)CHC(OMe)Me yielded mixtures of E-1,2- and Z-1,4-adducts, CF3C(OTMS)[P(O)(OTMS)2]CCH(OAlk)R 2 and CF3(OTMS)CCHCR(OAlk)[P(O)(OTMS)2] 3 where R and Alk = H and Me, or both Me. Conversion of these 1,2-adducts to 1,4-isomers was effected by increased temperature or by exposure to more tris(trimethylsilyl) phosphite. Acid hydrolysis of 2b (R and Alk = Me) gave ketophosphonic acid CF3C(OH)[P(O)(OH)2]CH2COMe in 88% yield, whereas hydrolysis of 2a (R = H and Alk = Et) with KOH in methanol gave CF3C(OH)[P(O)(OK)2]CHCHOEt in 37% yield. Acid hydrolysis of 3a (R = H and Alk = Et) and 3b (R and Alk = Me) gave phosphonic acid CF3C(OH)2CHCHP(O)(OH)2 in 82% yield and trifluoromethylated 1,2,5,4-oxaphosphol-3-en
\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2006, v.127, p.235.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : 54/C 74
Автор(ы) : Podol'skii A. V., Khonina T. G., Koryakova O. V., Kodess M. I.
Заглавие : Complexes of crown ethers with perfluorocarboxylic acids and their thermal decarboxylation [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1993. - Vol. 42, № 6. - С. 1052-1055
Систем. требования: http://www.springerlink.com/content/m6885l525300v185/fulltext.pdf
Примечания : 27.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Crown ethers form strong proton-acceptor complexes with CF3COOH or C4F9COOH that undergo thermal decarboxylation at 200–260 °C which results in 60–80% of CF3H or C4F9H (including up to 20 % of a mixture of C4F8). Critical parameters of the process were determined in relation to the temperature and amount of crown ether. The relative activities of different crown ethers in decarboxylation were also established. A scheme is proposed that explains the effect of the structure of crown ethers on this reaction. The data obtained substantiate the view that the topological correspondence concept is insufficient to explain the ability of crown ethers to form complexes with cat
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\1993, 42 (6), 1052.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/C 73
Автор(ы) : Shchegol'kov E. V., Burgart Ya. V., Slepukhin P. A., Kazheva O. N., Saloutin V. I.
Заглавие : Condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 12. - С. 1788-1796
Систем. требования: http://www.springerlink.com/content/l36734m803752065/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones react with methylamine in different ways, depending on the substrate structure. Arylhydrazones having a short fluoroalkyl substituent (RF = CF3, HCF2CF2) react at the carbonyl group adjacent to the nonfluorinated substituent to give 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones. Arylhydrazones with a long-chain fluoroalkyl group (RF = C3F7 and longer) and a bulky nonfluorinated group take up methylamine molecule at the carbonyl group linked to the fluorinated substituent, and the subsequent haloform reaction yields N-methyl-2-arylhydrazono-3-oxobutanamides. Both types of products are formed in reactions of methylamine with 1,2,3-triketone 2-arylhydrazones having a long fluoroalkyl group and methyl group at the other carbonyl group. Template condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine over Ni(II) template gives bis[3-alkyl(aryl)-1-polyfluoroalkyl-3-methylamino-2-aryldiazenylprop-2-en-1-onato-N,N?]-nickel(II), regardless of the size of the fluoroalkyl substituent. The same complexes and their copper analogs can be obtained by treatment of 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones with the corresponding metal salts
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (12), 1788.pdf
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8.

Вид документа : Статья из журнала
Шифр издания : 54/D 53
Автор(ы) : Korotaev V.Yu., Barkov A. Yu., Slepukhin P. A., Kodess M. I., Sosnovskikh V. Ya.
Заглавие : Diastereoselective reactions of 1,1,1-trichloro(trifluoro)-3-nitrobut-2-enes with 2-morpholinoalk-1-enes [Electronic resource]
Место публикации : Mendeleev Communications. - 2011. - Vol. 21, № 2. - С. 112-114
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0959943611000587
Примечания : Bibliogr. : p. 114 (12 ref.). - 12.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of (E)-1,1,1-trichloro(trifluoro)-3-nitrobut-2-enes with 3,3-dimethyl-2-morpholinobutene in benzene give (4R*,6R*)-6-tert-butyl-3-methyl-6-morpholino-4-trihalomethyl-5,6-dihydro-4H-1,2-oxazine 2-oxides. In a dichloromethane solution, these cyclic nitronates undergo diastereoselective ring opening to produce nitroalkylated anti-CCl3- and syn-CF3-enamines, which are hydrolysed with dilute HCl to afford the respective anti-CCl3- and syn-CF3-g-nitroketones
\\\\Expert2\\nbo\\Mendeleev Communications\\2011, v.21, p.112.pdf
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9.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Edilova Y. O., Burgart Y. V., Saloutin V. I., Bazhin D. N., Kudyakova Y. S., Kiskin M. A.
Заглавие : Expanding 1,2,4-triketone toolbox for use as fluorinated building blocks in the synthesis of pyrazoles, pyridazinones and β-diketohydrazones
Место публикации : Journal of fluorine chemistry. - 2022. - Vol. 253. - Ст.109932
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluorinated lithium β-diketonates bearing a methyl acetal group behave in the condensation reactions with hydrazines as trielectrophilic building blocks for the preparation of pyrazoles, pyridazinones and β-diketohydrazones. For the first time, solvent-induced regioisomeric and heterocyclic ring size-controlled formation was observed for 1,2,4-triketone analogues. Fluoroalkylated acetyl NH-pyrazoles or substituted 5-RF-pyrazoles were obtained from the acid-catalyzed cyclocondensation of lithium β-diketonates with (aryl)hydrazines in ethanol. In methanol solvent acetyl-containing 3-CF3-pyrazoles were isolated because of inverse nucleophilic attack of arylhydrazines. The use of aprotic acetonitrile in the condensation resulted in regioselective trifluorinated pyridazinones and fluorinated β-diketohydrazones formation via initial acetal fragment interaction with N,N-dinucleophile.
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Kudyakova Yu.S., Slepukhin P. A., Ganebnykh I. N., Burgart Ya. V., Saloutin V. I., Bazhin D. N.
Заглавие : Functionalized trifluoromethyl-containing lithium β-diketonate in the synthesis of homo- and heteronuclear complexes of rare-earth metals
Место публикации : Russian Journal of Coordination Chemistry. - 2021. - Vol. 47, № 4. - С. 280-295
Ключевые слова (''Своб.индексиров.''): β-diketonates--lanthanides--19f nmr spectroscopy--mass spectrometry
Аннотация: The reactions of functionalized lithium CF3-β-diketonate (LiL) with trivalent rare-earth metal salts in methanol afford homobinuclear and heterobi(tri)nuclear complexes depending on the nature of the transition metal and anion (chlorides, nitrates, and acetates). In the cases of lanthanum(III) and cerium(III), homoleptic complexes [(LnL3)2] are isolated (CIF files CCDC nos. 2031097 (Ia) and 2031102 (Ib)). The reaction of LiL with praseodymium(III) nitrate gives the new trimetallic structure [(LiPrL3)(LiL)(NO3)(H2O)2] (CIF file CCDC no. 2031103 (II)), and the replacement of nitrate by chloride gives [(PrL3)(LiL)(H2O)] (CIF file CCDC no. 2031104 (IIIa)). Regardless of the nature of the anion of the salt in the series from neodymium(III) to ytterbium(III) and yttrium(III), Ln–Li β-diketonates [(LnL3)(LiL)(solv)] (solv is H2O and MeOH) are formed, and their structures are characterized by X-ray structure analysis (CIF files CCDC nos. 2031099 (IIIb), 2031100 (IIIc), 2031098 (IVa), 2031096 (IVc), 2031094 (IVf), 2031101 (IVg), and 2031095 (IVh)). The equilibrium of the diketonate isomeric forms in a solution of deuterated dimethyl sulfoxide is studied by 19F NMR spectroscopy, and the qualitative composition of the polynuclear complexes is determined by mass spectrometry.
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