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1.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis and the reactions of trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines [Electronic resource] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, M. I. Kodess, O. N. Kazheva, A. N. Chekhlov, G. V. Shilov, O. A. Dyachenko, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2005. - Vol. 126, № 8. - P1230-1238
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The coupling of trifluoromethylated 1,3-diketones with (het)aryldiazonium chlorides results mainly in the formation of 1,2,3-triketones 2-(het)arylhydrazones while using hetarylamine with a NH-group at the ?-position of the heterocycle as the diazonium component gives 4,7-dihydroazolo[5,1-c]triazines due to cyclization at the trifluoroacetyl fragment. Trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 7-hydroxy-4,7-dihydroazolo[5,1-c]triazines react regio-selectively with methyl hydrazine and phenyl hydrazine to form 3-CF3-pyrazoles. The long-range coupling constants (JF-H) of 1-methylpyrazoles and the chemical shifts of trifluoromethyl groups in the 19F NMR spectra can be used for the determination of regio-isomeric structures of mono(trifluoromethyl)-substituted pyrazoles. 2-(Het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines with two trifluoromethyl substituents afford the mixtures of cis- and trans-azopyrazoles in the reactions with hydrazines.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2005, v.126, p.1230.pdf
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2.
Инвентарный номер: нет.
   
   N 89


   
    Novel polyfluoroalkylated pyrazoles from 2-polyfluoroacylcycloalkanones and hydrazines: Syntheses and unequivocal molecular structure assignment [Text] / D. V. Sevenard, O. G. Khomutov, M. I. Kodess, K. I. Pashkevich, I. Loop, E. Lork, G. -V. Roeschenthaler // Canadian Journal of Chemistry. - 2001. - Vol. 79, № 2. - P183-194
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HYDRAZINES -- MOLECULAR STRUCTURE -- ISOMERIC PYRAZOLES;
Аннотация: The reaction between 2-trifluoroacetylcycloalkanones and methylhydrazine or phenylhydrazine exclusively yields 3-CF3-pyrazoles. When the chain length of the polyfluorinated substituent in RFC(O) group increases, 5-RF-pyrazoles are isolated. The reaction of 2-trifluoroacetylcyclohexanone with 2-hydrazinopyradine gives 5-hydroxypyrazoline, an intermediate in the formation of 5-CF3-pyrazoles. The regiochemistry of the condensation is probably controlled by the nucleophilicity of the terminal nitrogen in the mono substituted hydrazines and by the steric requirements of the RF group in the 1,3-diketones. Polymethylene chain containing pyrazoles obtained from the 1,3-diketones in question and hydrazine prefer the 3-RF tautomeric form, irrespective of carbocyclic ring size and polyfluoroalkyl group chain length.

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3.
Инвентарный номер: нет.
   
   D 46


   
    Design, synthesis, computational and biological evaluation of new anxiolytics [Text] / A. Geronikaki [и др.] // Bioorganic and Medicinal Chemistry. - 2004. - Vol. 12, № 24. - P6559-6568 : ил. - Библиогр.: с. 6568 (53 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
2-INDOLINONES -- ANXIOLYTICS -- FUSED IMIDAZOLES -- SYNTHESIS -- PYRAZOLES -- THIAZOLES
Аннотация: New anxiolytics have been discovered by prediction of biological activity with computer programs pass and derek for a heterogeneous set of 5494 highly chemically diverse heterocyclic compounds (thiazoles, pyrazoles, isatins, a-fused imidazoles and others). The majority of tested compounds exhibit the predicted anxiolytic effect. The most potent activity was found in 2-(4-nitrophenyl)-3-(4-phenylpiperazinomethyl)imidazo[1,2-a]pyridine 8, 1-[(4-bromophenyl)-2-oxoethyl]-3-(1,3-dioxolano)-2-indolinone 3, 5-hydroxy-3-methoxycarbonyl-1-phenylpyrazole 5 and 2-(4-fluorophenyl)-3-(4- methylpiperazinomethyl)imidazo[1,2-a]pyridine 7. The application of the computer-assisted approach significantly reduced the number of synthesized and tested compounds and increased the chance of finding new chemical entities (NCEs).

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4.
Инвентарный номер: нет.
   
   M 61


   
    Metal and boron derivatives of fluorinated cyclic 1,3-dicarbonyl compounds [Text] / D. V. Sevenard, O. G. Khomutov, N. S. Boltacheva, V. I. Filyakova, V. Vogel, V. Ya. Sosnovskikh, V. O. Iaroshenko, G. -V. Roeschenthaler // Zeitschrift fur Naturforschung - Section B. Journal of Chemical Science. - 2009. - Vol. 64, № 5. - P541-550
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Starting from the corresponding cyclic 1,3-diketones or other precursors (cyclic ketones as well as lactones), several new salts and chelate complexes of fluorinated 1,3-dicarbonyls were obtained. Their preparative significance was demonstrated by straightforward syntheses of fluorinated pyrazoles, benzimidazoles and 1,7-ketoesters. The structure of a boron chelate of 2-(trifluoroacetyl)- cyclohexanone was investigated by X-ray diffraction

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5.
Инвентарный номер: нет.
   
   P 30


    Pashkevich, K. I.
    Reactions of regioisomeric fluoroalkyl-containing beta-aminovinyl ketones with hydrazines [Electronic resource] / K. I. Pashkevich, V. I. Filyakova, O. A. Kuznetsova // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1996. - Vol. 45, № 12. - P2868-2870
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroalkyl beta-alkyl--beta-aminovinyl ketones react with hydrazine hydrate to give the respective razoles and with phenylhydrazine they form a mixture of pyrazoles and 5 hydroxy-2-pyrazolines. Alkyl(aryl) -fluoroalkyl--aminovinylketones do not react with the hydrazines mentioned above. With 2,4-dinitrophenylhydrazine, both types of fluoroalkyl-containing -aminovinyl ketones give only hydrazones of the corresponding methyl alkyl(aryl) ketones

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\1996, 45 (12), 2868.pdf
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6.
Инвентарный номер: нет.
   
   R 30


   
    Reactions of 3-nitro-2-trihalomethyl-2H-chromenes with C-nucleophiles. Synthesis of 3-nitro-4-(pyrazol-4-yl)-2-trihalomethylchromanes [Electronic resource] / V. Yu. Korotaev, V. Ya. Sosnovskikh, I. B. Kutyashev, M. I. Kodess // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 11. - P2020-2031
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The nucleophilic addition of acetylacetone and ethyl acetoacetate at the double bond of 3-nitro-2-trihalomethyl-2H-chromenes in the presence of NaH affords 2,3,4-trisubstituted chromanes containing the ?-dicarbonyl fragment at position 4. The trans-trans configuration and the enol structure of the reaction products were confirmed by 1H NMR spectroscopy and X-ray diffraction. Treatment of these compounds with hydrazine gives the corresponding 3-nitro-4-(pyrazol-4-yl)-2-trihalomethylchromanes. The reactions of 3-nitro-2-trihalomethyl-2H-chromenes with nitromethane and nitroethane in the presence of K2CO3 produce 1,3-dinitro derivatives of the chromane series

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (11), 2020.pdf
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7.
Инвентарный номер: нет.
   
   R 30


   
    Reaction of 3-(polyfluoroacyl)chromones with hydrazines: new regioselective synthesis of RF-containing pyrazoles [Electronic resource] / V. Ya. Sosnovskikh, R. A. Irgashev, V. S. Moshkin, M. I. Kodess // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 10. - P2146-2155
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 3-(polyfluoroacyl)chromones with hydrazine, methyl-and phenylhydrazines proceed by the mechanism of nucleophilic 1,4-addition with subsequent pyrone ring opening and heterocyclization at the polyfluoroacyl group to 4-(2-hydroxyaroyl)-3-polyfluoro-alkylpyrazoles or at the aroyl group to 4-polyfluoroalkyl-2,4-dihydrochromeno[4,3-c]pyrazol-4-ols. Regiochemistry of the products was established based on the data of 2D-experiments HSQC, HMBC, and NOESY and X-ray diffraction study

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (10), 2146.pdf
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8.
Инвентарный номер: нет.
   
   O-57


   
    One-pot synthesis of trifluoromethyl- and nitroso-substituted pyrazolines and pyrazoles and their tuberculostatic activity [Electronic resource] / O. G. Khudina, Ya. V. Burgart, V. I. Saloutin, M. A. Kravchenko // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 10. - P1967-1973. - Bibliogr. : p. 1973 (14 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 3-Trifluoromethyl-substituted 4-nitrosopyrazolines and 4-nitrosopyrazoles were prepared by a one-pot synthesis from trifluoromethyl-containing 1,3-diketones, sodium nitrite in acetic acid, and hydrazines (hydrazine hydrate, methylhydrazine). 3-Trifluoromethylpyrazolines can be converted to pyrazoles on heating. The use of phenylhydrazine in these reactions led to the formation of regioisomeric 4-hydroxyimino-5-(trifluoromethyl)pyrazoline. The structure of heterocycles synthesized was established using X-ray diffraction study, 1H and 19F NMR spectroscopy. The obtained products exhibited considerable tuberculostatic activity

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (10), 1967-1973.pdf
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9.
Инвентарный номер: нет.
   
   O-57


   
    One-pot synthesis of 5-fluoroalkyl-5-hydroxy-4-hydroxy-imino-1-isonicotinoyl-4,5-dihydro-1H-pyrazoles and their tuberculostatic activity [Electronic resource] / O. G. Khudina, Ya. V. Burgart, V. I. Saloutin, M. A. Kravchenko // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 6. - P904-909 : ил. - Bibliogr. : p. 909 (6 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: -Fluoroalkyl-5-hydroxy-4-hydroxyimino-1-isonicotinoyl-4,5-dihydro-1H-pyrazoles were synthesized via a one-pot procedure from polyfluoroalkyl-containing 1,3-diketones, sodium nitrite in acetic acid, and isoniazid. Acetylacetone gave rise to 3-hydroxyiminopentane-2,4-dione monoisonicotinoylhydrazone which underwent intramolecular cyclization to 5-hydroxy-4-hydroxyimino-1-isonicotinoyl-3,5-dimethyl-4,5-dihydro-1H-pyrazole on heating in ethanol. The synthesized compounds exhibited moderate tuberculostatic activity

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (6), 904.pdf
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10.
Инвентарный номер: нет.
   
   D 44


   
    Deprotonation of pyrazole and its analogs by aqueous copper acetate in the presence of triethylamine / M. A. Yakovleva , E. V. Kushan, N. S. Boltacheva, V. I. Filyakova, S. E. Nefedov // Russian Journal of Inorganic Chemistry (Zhurnal Neorganicheskoi Khimii). - 2012. - Vol. 57, № 2. - С. 181-192
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SECONDARY BUILDING UNITS -- MAGNETIC-PROPERTIES -- COORDINATION POLYMERS
Аннотация: Deprotonation reactions of pyrazole and its analogs by aqueous copper acetate in benzene at room temperature in the presence of triethylamine were studied. Unlike 3,5-dimethylpyrazole, more acidic pyrazole, 5-methyl-3-trifluoromethylpyrazole, and 3,5-bis(trifluoromethyl)pyrazoles are deprotonated to give pyrazolate bridges. The structural features of the obtained compounds are discussed based on X-ray diffraction data

\\\\Expert2\\nbo\\Russian Journal of Inorganic Chemistry\\2012, v. 57, N. 2, p.181-192.pdf
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11.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of polyfluoroalkyl-containing 1-(4-acetoxybutyl)- and 1-(4-hydroxybutyl)pyrazoles and their tuberculostatic activity / A. E. Ivanova, O. G. Khudina, Ya. V. Burgart, V. I. Saloutin, M. A. Kravchenko // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №11. - С. 2396-2400
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHESIS -- PYRAZOLES -- TUBERCULOSTATIC ACTIVITY
Аннотация: Alkylation of polyfluoroalkyl-containing pyrazoles with 4-bromobutyl acetate in acetone in the presence of potassium carbonate leads to a mixture of isomeric 1-(4-acetoxybutyl)-3-fluoroalkyl- and 1-(4-acetoxybutyl)-5-fluoroalkylpyrazoles, which in a number of cases were successfully separated by HPLC. Deacylation in acidic medium with gaseous hydrogen chloride and in basic medium with gaseous ammonia leads to 1-(4-hydroxybutyl)pyrazoles, which manifest moderate tuberculostatic activity

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (11), 2396-2400.pdf
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12.
Инвентарный номер: нет.
   
   A 10


   
    A concise approach to CF3-containing furan-3-ones, (bis)pyrazoles from novel fluorinated building blocks based on 2,3-butanedione [Electronic resource] / D. N. Bazhin, G. -V. Roeschenthaler, D. L. Chizhov, Yu. S. Kudyakova, Ya. V. Burgart, P. A. Slepukhin, V. I. Saloutin, V. N. Charushin // Tetrahedron Letters. - 2014. - Vol. 55. - С. 5714-5717. - Bibliogr. : p. 5717 (16 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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13.
Инвентарный номер: нет.
   
   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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14.
Инвентарный номер: нет.
   
   F 70


   
    Fluorine-containing pyrazoles and their condensed derivatives: Synthesis and biological activity [Electronic resource] / G. N. Lipunova, E. V. Nosova, V. N. Charushin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2015. - Vol. 175. - С. 84-109. - Bibliogr. : p. 108-109 (119 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HETEROCYCLIC-COMPOUNDS -- NUCLEOPHILES -- IDENTIFICATION
Аннотация: In the frames of this review article the recently obtained data on new synthetic approaches to fluorinated pyrazoles and their condensed analogs, as well as their biological activities have been analyzed.

\\\\expert2\\nbo\\Journal of Fluorine Chemistry\\2015,V.175, p.84-109.pdf
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15.
Инвентарный номер: нет.
   
   G 33


    Gein, V. L.
    Diethyl oxalacetate sodium salt as a reagent to obtain functionalized spiro[indoline-3,4’-pyrano[2,3-c]pyrazoles] / V. L. Gein, T. M. Zamaraeva, P. A. Slepukhin // Tetrahedron Letters. - 2017. - Vol. 58. - С. 134-136. - Bibliogr. : p. 136 (27 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
3,4’-PYRANO[2,3-C]PYRAZOLES -- INDOLINE -- SODIUM SALT

\\\\expert2\\NBO\\Tetrahedron Letters\\2017, v. 58, p. 134-136.pdf
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16.
Инвентарный номер: нет.
   
   H 99


   
    Hydroxy- and alkoxymethylation of polyfluoroalkyl pyrazoles / A. E. Ivanova, E. V. Shchegolkov, Y. V. Burgart, V. I. Saloutin // Russian chemical bulletin. - 2018. - Т. 67, № 3. - P521-524
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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17.
Инвентарный номер: нет.
   
   G 78


   
    Green approach for the synthesis of some new diamidomethane linked pyridinyl pyrazoles / G. Yamini, T. Sreenivasulu, G. Sravya, A. Padmaja, G. V. Zyryanov // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов (MOSM2018): вторая международная научно-практическая конференция : материалы и доклады. - Екатеринбург, 2019. - С. 218
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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18.
Инвентарный номер: нет.
   


   
    Synthesis of mycostatics based on 4-aryldiazenyl-3,5-dimethylpyrazoles / O. G. Khudina, A. E. Ivanova, Ya. V. Burgart [et al.] // Russian chemical bulletin. - 2021. - Vol. 70, № 6. - P1124-1130
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
3-ARYLHYDRAZINYLIDENEPENTANE-2,4-DIONE -- CONDENSATION -- HYDRAZINES -- 4-ARYLDIAZENYL-3,5-DIMETHYLPYRAZOLES
Аннотация: The condensation of 3-arylhydrazinylidenepentane-2,4-diones with hydrazine hydrate, 2-hydroxyethylhydrazine, benzylhydrazine hydrochloride, and 4-hydrazinylbenzenesulfonamide hydrochloride gave 4-aryldiazenyl-3,5-dimethylpyrazoles. An alternative route to the synthesis of N-substituted 4-aryldiazenylpyrazoles is based on the alkylation of NH-pyrazoles with haloalkanes. The synthesized compounds were tested for antimicrobial activity against eight pathogenic dermatophytes, yeast-like fungi of the Candida genus and the bacteria Neisseria gonorrhoeae. The structure—activity relationship analysis showed that 4-tolyldiazenylpyrazoles bearing H, AcO(CH2)4, or HO(CH2)4 substituents at the N(1) atom have the highest mycostatic activity against all the dermatophyte strains under study. However, 4-aryldiazenyl-3,5-dimethylpyrazoles proved to be quite cytotoxic against the McCoy B cell line.

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19.
Инвентарный номер: нет.
   


   
    Expanding 1,2,4-triketone toolbox for use as fluorinated building blocks in the synthesis of pyrazoles, pyridazinones and β-diketohydrazones / Y. O. Edilova, Y. V. Burgart, V. I. Saloutin [et al.] // Journal of fluorine chemistry. - 2022. - Vol. 253. - Ст. 109932
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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