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 1-10    11-11 
1.
Инвентарный номер: нет.
   
   T 44

   
    The first synthesis of 4-unsubstituted 3-(trifluoroacetyl)coumarins by the Knoevenagel condensation of salicylaldehydes with ethyl trifluoroacetoacetate followed by chromene-coumarin recyclization [Text] / D. L. Chizhov, V. Ya. Sosnovskikh, M. V. Pryadeina, Ya. V. Burgart, V. I. Saloutin, V. N. Charushin // Synlett. - 2008. - № 2. - P281-285
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

\\\\expert2\\nbo\\Synlett\\2008. N 2. P. 281-285.pdf
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2.
Инвентарный номер: нет.
   
   R 30

   
    Reactions of 4-hydroxy-5,6,7,8-tetrafluorocoumarin derivatives with S-nucleophiles [Text] / I. T. Bazyl, S. P. Kisil', Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2000. - Vol. 103, № 1. - P3-12
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: In the reactions with o-aminothiophenol, 4-hydroxy-(3-(imino)acetyl)-5,6,7,8-tetrafluorocoumarins give products of S-substitution at the C-7 atom. 7-Substituted 5,6,8-trifluorocoumarins form benzothiazole as a result of heterocyclic ring opening; 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone undergoes acid splitting to 2-(2-hydroxy-3,4,5,6-tetrafluorophenyl)benzothiazole. Under alkaline conditions, S-substituted coumarins decompose to acetophenone. In an acid medium, 4-hydroxy-3-iminoacetyl-5,6,8-trifluoro-7-(2-aminophenylthio)coumarin affords 7-(2-aminophenylthio)-2-methyl-5,6,8-trifluorochromone. 4-Hydroxy-5,6-difluoro-2-H-pyrano[6,5-a]phenothiazin-2-one was isolated from condensation of 7-(2-aminophenylthio)-4-hydroxy-5,6,8-trifluorocoumarin in the presence of NaH.????Reactions of 3-acetyl(iminoacetyl)-4-hydroxy-5,6,7,8-tetrafluorocoumarins and 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol result in the formation of 5,7,8-trisubstituted derivatives. Interaction of 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone with 2-mercaptoethanol, mercaptoacetic acid and 1,2-ethanedithiol leads to the formation of the 7-substituted products. Acyl-lactone rearrangement of mono- and trisubstituted chromones gives the corresponding coumarins.????

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3.
Инвентарный номер: нет.
   
   S 53

    Shcherbakov, K. V.
    Reactions of 5,6,7,8-tetrafluoro-4-hydroxycoumarin derivatives with benzylamine and aniline [Electronic resource] / K. V. Shcherbakov, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 7. - P1215-1219
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 5,6,7,8-Tetrafluoro-4-hydroxycoumarin reacted with benzylamine under mild conditions to give a stable salt, while its refluxing with aniline or benzylamine in xylene afforded 5,6,7,8-tetrafluoro-4-phenyl(benzyl)aminocoumarins. Reactions of 3-acetyl(acetimidoyl)-5,6,7,8-tetrafluoro-4-hydroxycoumarins with benzylamine followed different pathways, depending on the solvent. Condensation at the acyl substituent can be accompanied by replacement of the F atom in position 7. 3-Acetylcoumarin formed a salt, while 3-acetimidoylcoumarin yielded a 7-monosubstituted product. 3-Acetyl(acetimidoyl)-5,6,7,8-tetrafluoro-4-hydroxycoumarins reacted with aniline to give only 5,6,7,8-tetrafluoro-4-hydroxy-3-(N-phenylacetimidoyl)coumarin

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (7), 1215-1219.pdf
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4.
Инвентарный номер: нет.
   
   R 30

   
    Reactions of 3-aminoisoxazolo[4,5-c]coumarin with benzoyl chloride: the first example of a preparative 1,2,4-oxadiazole–oxazole rearrangement [Electronic resource] / V. Ya. Sosnovskikh, V. S. Moshkin, M. Yu. Kornev, M. I. Kodess // Mendeleev Communications. - 2011. - Vol. 21, № 2. - P110-111. - Bibliogr. : p. 111 (7 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Depending on conditions, reaction of 3-amino-4H-chromeno[3,4-d]isoxazol-4-one with benzoyl chloride gives 4-hydroxy- and/or 4-benzoyloxy-3-(5-phenyl-1,2,4-oxadiazol-3-yl)coumarins, which are rearranged into 2-benzamido-4H-chromeno[3,4-d]oxazol-4-one by heating in DMSO

\\\\Expert2\\nbo\\Mendeleev Communications\\2011, v.21, p.110.pdf
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5.
Инвентарный номер: нет.
   
   S 89

   
    Structure of diethyl (polyfluorobenzoyl)malonates and their thermal intramolecular cyclizat / D. N. Bazhin, E. V. Schegolkov, Yu. S. Kudyakova, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 929-932
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
POLYFLUOROBENZOYL -- POLYFLUOROBENZOYL CHLORIDES -- CYCLIZATION
Аннотация: The reaction of the C-ethoxymagnesium derivative of diethyl malonate with polyfluorobenzoyl chlorides affords the corresponding (polyfluorobenzoyl)malonates prone to thermal cyclization into coumarin derivatives. The compounds obtained are inherent in keto—enol tautomerism

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 929-932.pdf
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6.
Инвентарный номер: нет.
   
   S 89

   
    Structure of 5,6,7,8-tetrafluoro-4-hydroxycoumarins [Электронный ресурс] / K. V. Scherbakov, Ya. V. Burgart, M. I. Kodess, V. I. Saloutin // Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №9. - P1297-1306
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,6,7,8-TETRAFLUORO-4-HYDROXYCOUMARIN -- IMINE-ENAMINE TAUTOMERISM -- KETO-ENOL TAUTOMERISM
Аннотация: The structure of 5,6,7,8-tetrafluoro-4-hydroxycoumarin and its 3-substituted derivatives was studied by X-ray structural analysis and IR, 1H, 13C, and 15N NMR spectroscopy. It was established that the nature of the substituent at the position 3 of the coumarin ring has a significant effect on its stru

\\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 9, p.1297-1306.pdf
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7.
Инвентарный номер: нет.
   
   S 53

    Shcherbakov, K. V.
    Features of reactions of polyfluorinated ethyl 4-oxo-2-pnenyl-4H-chromene-3-carboxylates with N-nucleophiles [Electronic resource] / K. V. Shcherbakov, Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №5. - С. 719-729. - Библиогр.: с. 729 (13 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
BENZYLAMINE -- CHROMONE-COUMARIN REARRANGEMENT -- TETRAFLUOROFLAVONES
Аннотация: Ethyl 5,6,7,8-tetrafluoro-4-oxo-2-phenyl-4H-chromene-3-carboxylate in reactions with primary amines is characterized by a chromone-coumarin rearrangement affording 3-[amino(phenyl)methylene]-6,7,8-trifluoro-2H-chromene-2,4(3H)-diones, and ethyl 4-oxo-2-phenyl-5,6,7,8-tetrafluoro-4H-chromene-3-carboxylate characteristically adds the amine at the C2 site of the flavone furnishing 3-amino-3-phenyl-2-(2,3,4,5-tetrafluoro-6-hydroxybenzoyl)acrylates which depending on the substituent at the amino group are capable of intramolecular cyclization into 3-[(alkylamino)(phenyl)methylene]-5,6,7,8-tetrafluoro-2H-chromene-2,4(3H)-dione or in the case of benzylamine substituent, into ethyl 1-benzyl-5-hydroxy-4-oxo-2-phenyl-6,7,8-trifluoro-1,4-dihydroquinoline-3-carboxylate. The main process in the reaction of tri- and tetrafluoroflavones with secondary amine (1-methylpiperazine) is the nucleophilic substitution at the C7 of flavone. In the reaction with 1,2-phenylenediamine 3-[(2-aminophenyl)amino]-3-phenyl-2-(2,3,4,5-tetrafluoro-6-hydroxybenzoyl)acrylate was obtained from tetrafluoroflavone and 1H-benzimidazol-2-yl(3,4,5-trifluoro-2-hydroxyphenyl)methanone, from trifluoroflavone

\\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (5), 719-729.pdf
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8.
Инвентарный номер: нет.
   
   A 10

   
    A convenient approach to the design and synthesis of indolo[3,2-c]coumarins via the microwave-assisted Cadogan reaction [Electronic resource] / R. A. Irgashev, A. A. Karmatsky, P. A. Slepukhin, G. L. Rusinov, V. N. Charushin // Tetrahedron Letters. - 2013. - Vol.54, №42. - С. 5734-5738. - Bibliogr. : p. 5738 (17 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
COUMARINS -- MICROWAVE-ASSISTED -- CADOGAN REACTION
Аннотация: 3-(4,5-Dimethoxy-2-nitrophenyl)coumarins bearing various substituents on the benzene ring of the coumarin system have been prepared from salicylaldehydes and 2-(4,5-dimethoxy-2-nitrophenyl)acetonitrile by means of the Perkin condensation. Further cyclization of these 3-aryl coumarins through the microwave-assisted Cadogan reaction afforded the corresponding indolo[3,2-c]coumarins in good to excellent yields

\\\\expert2\\NBO\\Tetrahedron Letters\\2013, v. 54, p. 5734.pdf
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9.
Инвентарный номер: нет.
   

   
    Coumarin-pyridine push-pull fluorophores: synthesis and photophysical studies / R. F. Fatykhov, A. D. Sharapov, E. S. Starnovskaya [et al.] // Spectrochimica acta part A: molecular and biomolecular spectroscopy. - 2022. - Vol. 267. - Ст. 120499
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of coumarin-pyridine-based push-pull fluorophores were prepared starting from 1,2,4-triazines by using direct C-H functionalization (SNH-reaction)–Diels-Alder–retro Diels-Alder domino reaction sequence. This efficient synthetic strategy allowed to obtain a series of 19 coumarin-pyridine fluorophores. Their photophysical properties were studied. While pyridine-substituted derivatives of 4-alkylcoumarins may be considered as alternative to coumarin dyes characterized by emission maxima mainly in a visible region with wavelengths of 402–415 nm, absorption in the UV range at 210–307 nm, and good photoluminescence quantum yields of 6–19%, all the derivatives of 4-phenylcoumarin did not exhibit any noticeable fluorescence. More detailed photophysical studies were carried out for two the most representative derivatives of 4-alkyl-coumarin-pyridines to demonstrate their positive solvatochromism, and the collected data were analyzed by using Lippert-Mataga equation, as well as Kosower and Dimroth/Reichardt scales. The obtained results demonstrate that the combining two chromophore systems, such as 2,5-diarylpyridine and coumarin ones, is promising in terms of improving the photophysical properties of the new coumarin-pyridine hybrid compounds.

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10.
Инвентарный номер: нет.
   

   
    Expedient synthesis of 1,2,4-triazinyl substituted benzo[c]coumarins via double oxidation strategy / R. F. Fatykhov, I. A. Khalymbadzha, A. D. Sharapov [et al.] // Chimica Techno Acta. - 2023. - Vol. 10, № 2. - P202310205
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
COUMARIN -- 1,2,4-TRIAZINE -- NUCLEOPHILIC SUBSTITUTION OF HYDROGEN
Аннотация: Herein, we report a convenient one-pot synthesis of 1,2,4-triazinyl derivatives of benzocoumarins. The proposed approach consists of the nucleophilic addition of tetrahydrobenzo annulated dimethoxycoumarin to 1,2,4-triazines followed by double oxidation of both dihydrotriazine and tetrahydrobenzo groups with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The nucleophilic addition of the dimethoxycoumarin to 1,2,4-triazines was carried out in the presence of three-fold excess of methanesulfonic acid in DCM at room temperature. It takes place between positions 8 and 5 of coumarin and 1,2,4-triazine, respectively. The double oxidation step was carried out with 3.6 equivalent of DDQ. Selective oxidation of dihydrotriazine moiety, without affecting the tetrahydrobenzo fragment, was achieved using 1.2 equivalent of tetrachlorobenzoquinone (TCQ). The differences in the oxidation with TCQ and DDQ appear to be related to the higher oxidative potential of DDQ in contrast to TCQ. The advantages of the method are the elimination of the use of transition metals, the availability of starting materials, and the simplicity of the procedure. The proposed approach provides a two-step one-pot protocol for the synthesis of triazinyl benzocoumarins, precursors for the preparation of push-pull pyridinyl chromophore.

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