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1.
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    (A)symmetric chromophores based on cyano and fluorine-substituted 2,3-bis(5-arylthiophen-2-yl)quinoxalines: Synthesis, photophysical properties and application prospects / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Dyes and Pigments. - 2022. - Vol. 204. - Ст. 110434
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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2.
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    (E)-1,1,1-trifluoro-4-phenyl-but-2-ene-4-one and trimethyl phosphite [Text] / V. G. Ratner, E. Lork, K. I. Pashkevich, G. -V. Roeschenthaler // Journal of Fluorine Chemistry. - 2000. - Vol. 102, № 1-2. - P73-77
ББК 54
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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3.
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    2,3-Epoxyperfluoro-2-methylpentane in reactions with urea and thiourea [Electronic resource] / T. I. Filyakova, V. I. Saloutin, A. Ya. Zapevalov, P. A. Slepukhin, M. I. Kodess, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 5. - P650-658 : рис., табл. - Bibliogr. : p. 658 (24 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 2,3-Epoxyperfluoro-2-methylpentane reacts with thiourea in protic (methanol, 2-propanol) and aprotic (dioxane) solvents, and also with urea in acetonitrile affording unexpected products: 1-(2,2,3,3,3-pentafluoropropionyl)-2-(2,2,2-trifluoro-1-trifluoro-methylethyl)isothiourea, and 1-(2,2,3,3,3-pentafluoropropionyl)-3-(2,2,2-trifluoro-1-trifluoro-methylethyl)urea respectively that result from the rearrangement of the intermediately formed ketone in the process of the intramolecular “haloform” cleavage. At the same time in dioxane the 2,3-epoxyperfluoro-2-methylpentane reacts with urea with the formation of a heterocyclic compound, 2-amino-4-pentafluoroethyl-5,5-bis(trifluoromethyl)-4,5-dihydrooxazol-4-ol. From 1-(2,2,3,3,3-pentafluoropropionyl)-2-(2,2,2-trifluoro-1-trifluoromethylethyl)isothiourea and Cu(OAc)2 a stable fluorine-containing chelate complex was obtained

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (5), 650-658.pdf
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4.
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    5(6)-Fluoro-6(5)-R-benzofuroxans: synthesis and NMR 1H, 13C and 19F studies [Text] / S. K. Kotovskaya, S. A. Romanova, V. N. Charushin, M. I. Kodess, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2004. - Vol. 125, № 3. - P421-428 : ил. - Библиогр.: с. 428 (14 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,6-DIFLUOROBENZOFUROXAN -- NUCLEOPHILIC SUBSTITUTION -- X-RAY CRYSTALLOGRAPHY
Аннотация: 5(6)-Fluoro-6(5)-substituted benzofuroxans were obtained by the reactions of 5,6-difluorobenzofuroxan with a number of nucleophiles, such as alkylamines, cycloalkylimines, sodium azide and sodium alkoxides. The features of tautomerism in the series of asymmetrical 5(6)-fluorobenzofuroxans in acetone solutions have been studied by 1H, 13C and 19F NMR.????

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2004, v.125, p.421.pdf
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5.
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    6-Polyfluoroalkylated 2-thiouracils in the synthesis of pyrimido[2,1-b][1,3,5]thiadiazines by the double Mannich reaction [Electronic resource] / O. G. Khudina, A. E. Ivanova, Ya. V. Burgart, V. I. Saloutin, M. A. Kravchenko // Journal of Fluorine Chemistry. - 2013. - Vol.147. - P31-35
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ALIPHATIC AND AROMATIC AMINES -- ETHYLENEDIAMINE -- FORMALDEHYDE
Аннотация: 6-Polyfluoroalkyl-2-thiouracils react with formaldehyde and primary amines in EtOH (MeCN) at 2-mercapto and 3-amino groups to yield pyrimido[2,1-b][1,3,5] thiadiazines via the multicomponent double Mannich reaction. The structure of 3-benzyl-8-nonafluorobutyl-3,4-dihydro-2H,6H-pyrimido[2,1-b][1,3,5] thiadiazin-6-one was studied by the X-ray diffraction analysis. The use of ethylenediamine in these reactions yields 3,3′-ethane-1,2-diyl- bis(pyrimido[2,1-b]thiadiazinone) as a result of the bis-double Mannich cyclocondensation. 8-Polyfluoroalkyl-pyrimido[2,1-b]thiadiazines exhibit weak tuberculostatic activity

\\\\Expert2\\NBO\\Journal of Fluorine Chemistry\\2013, v. 147, p.31.pdf
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6.
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   A 10


   
    A comparative study on the acylative kinetic resolution of racemic fluorinated and non-fluorinated 2-methyl-1,2,3,4-tetrahydroquinolines and 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines [Electronic resource] / D. A. Gruzdev, E. N. Chulakov, G. L. Levit, M. A. Ezhikova, M. I. Kodess, V. P. Krasnov // Tetrahedron: Asymmetry . - 2013. - Vol.24, №19. - С. 1240-1246. - Bibliogr. : p. 1246 (21 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
RACEMIC FLUORINATED -- 1,2,3,4-TETRAHYDROQUINOLINES -- BENZOXAZINES
Аннотация: The acylative kinetic resolution of racemic 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline, 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine, and their non-fluorinated analogues with (S)-naproxen and N-phthaloyl-(S)-amino acyl chlorides has been carried out. It has been shown that the presence of fluorine atoms in the aromatic fragment of a heterocyclic amine results in the increasing stereoselectivity of acylation with (S)-naproxen acyl chloride and in a decrease in the efficiency of acylative kinetic resolution using N-phthaloyl-(S)-amino acyl chlorides. A method for the preparation of enantiopure (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (ee >99%) was developed

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2013, in Press, Corr. Proof, 4 Sept.pdf
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7.
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   A 10


   
    A Convenient Approach to CF3-Containing N-Heterocycles Based on 2-Methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one [Electronic resource] / D. N. Bazhin, Yu. S. Kudyakova, G. -V. Roeschenthaler, Ya. V. Burgart, P. A. Slepukhin, M. L. Isenov, V. I. Saloutin, V. N. Charushin // European Journal of Organic Chemistry. - 2015. - № 23. - С. 5236-5245. - Bibliogr. : p. 5245 (23 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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8.
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   A 10


   
    A new approach to fluorinated 4(1H)-quinazolinones [Electronic resource] / A. A. Layeva, E. V. Nosova, G. N. Lipunova, T. V. Trashakhova, V. N. Charushin // Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - P748-754
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new approach for the synthesis of fluorinated 1H-quinazolin-4-ones and 4-substituted quinazolines has been developed. 6-Fluoro-1H-quinazolin-4-ones were obtained by intramolecular cyclization of fluorine-containing S-ethyl N-benzoylisothioureas. Nucleophilic substitution reactions at positions 2 and 7, as well as alkylation at 1-position of quinazolinones were investigated. In addition, the synthesis of fluorine-containing 4-aminoquinazolines was carried out.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2007, v.128. p.748.pdf
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9.
Инвентарный номер: нет.
   
   A 10


   
    A route to fluorocontaining 1,3-thiazolines via internal polyfluorooxiranes [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin // Mendeleev Communications. - 1999. - N 6. - P231-232 . - ISSN 0959-9436
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reaction of internal fluoroolefin oxides with thiourea results in 2-amino-5-fluoro-4-hydroxy-4,5-di(polyfluoroalkyl)-1,3-thiazolines, providing a route to an unknown type of fluorine-containing thiazolines with two fluoroalkyl substituents

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10.
Инвентарный номер: нет.
   
   A 10


   
    A route to fluorocontaining N,S-heterocycles via octafluoro-2,3-epoxybutane [Text] / L. V. Saloutina, A. Ya. Zapevalov, V. I. Saloutin, P. A. Slepukhin, M. I. Kodess, V. E. Kirichenko, M. G. Pervova, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - P769-778
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reaction of octafluoro-2,3-epoxybutane 1 with 2-aminothiophenol gave three kinds of novel fluorocontaining N,S-heterocyclic compounds depending on the solvent nature: 2,3-bis(trifluoromethyl)-3,4-dihydro-2H-1,4-benzothiazin-2-ol 2, 2-trifluoromethyl-2-[1-(2-aminophenylthio)-2,2,2-trifluoroethyl]-1,3-benzothiazolidine 6 and 5a,11a-bis(trifluoromethyl)-5a,6,11a,12-tetrahydro-5,11-dithia-6,12-diazanaphthacene 5. Use of the toluene, dioxane, tetrahydrofuran, acetonitrile and dimethoxyethane gave the unexpected dihydrobenzothiazine 2 (RS,SR RR,SS) in good to moderate yields. In dimethylsulfoxide and N,N-dimethylacetamide, unusual cyclization occurred resulting in benzothiazolidine 6 (RS,SR/RR,SS 1:1) in moderate yields. Formation of minor 1,1,1,3,4,4,4-heptafluoro-3-(2-aminophenylthio)-2,2-dihydroxybutane 4 which was converted into bis(benzothiazine) 5 was observed in all solvents tested with the exception of toluene and dioxane. The molecular structure of the RS,SR-diastereomer of dihydrobenzothiazine 2, bis(benzothiazine) 5 and the RS,SR-diastereomer of benzothiazolidine 6 has been established by X-ray crystallography.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2007, v.128. p.769.pdf
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