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 Найдено в других БД:Публикации Чарушина В.Н. (14)
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Поисковый запрос: (<.>K=ACYLATION<.>)
Общее количество найденных документов : 39
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 1-10    11-20   21-30   31-39 
1.
Инвентарный номер: нет.
   

   
    N-aminoacyl-3-amino-nido-carboranes as a group of boron-containing derivatives of natural amino acids / D. A. Gruzdev, A. A. Telegina, G. L. Levit, V. P. Krasnov // Journal of Organic Chemistry. - 2022. - Vol. 87, № 8. - P5437-5441
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new group of nido-carboranyl derivatives of natural (S)-amino acids containing from 9 to 18 boron atoms was obtained in good yields as a result of acylation of 3-amino-1,2-dicarba-closo-dodecaborane followed by deboronation. The proposed approach is convenient and based on the use of readily available reagents and is suitable for the synthesis of enantiopure nido-carboranyl derivatives of amino acids with various side chains, including water-soluble boron-containing amino acids (17 examples).

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2.
Инвентарный номер: нет.
   

   
    Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate / D. A. Gruzdev, S. A. Vakarov, M. A. Korolyova [et al.] // Organic & biomolecular chemistry. - 2022. - Vol. 20, № 4. - P862-869
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The diastereoselective acylation of a number of racemic methyl-substituted cyclic alkylamines with active esters of 2-phenoxypropanoic acid was studied in detail. The ester of (R)-2-phenoxypropanoic acid and N-hydroxysuccinimide was found to be the most selective agent. The highest stereoselectivity was observed in the kinetic resolution of racemic 2-methylpiperidine in toluene at −40 °C (selectivity factor s = 73) with the predominant formation of (R,R)-amide (93.7% de). To explain the observed stereoselectivity, DFT modelling of the transition states in the reactions of the title acylating agent with 2-methylpiperidine and 2-methylpyrrolidine was performed. The calculated values were in good agreement with experimental data. It has been demonstrated that the acylation proceeds via a concerted mechanism, in which the addition of an amine occurs simultaneously with the elimination of the hydroxysuccinimide fragment. The high stereoselectivity of the (R,R)-amide formation is largely ensured by the lower steric hindrances in the transition states as compared to the formation of (R,S)-amide.

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3.
Инвентарный номер: нет.
   
   K 46

   
    Kinetic resolution of racemic 6-substituted 1,2,3,4-tetrahydroquinaldines with chiral acyl chlorides. Experiment and quantum chemical simulation / E. N. Chulakov, M. A. Korolyova, L. S. Sadretdinova [et al.] // Russian chemical bulletin. - 2021. - Vol. 70, № 5. - P890-899
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A comparative study of the kinetic resolution (KR) of racemic 6-substituted 2-methyl-1,2,3,4-tetrahydroquinolines with acyl chlorides of (S)-naproxen, N-phthaloyl-(S)-leucine, and (R)-O-phenyllactic acid was carried out. The selectivity factors in the KR of racemic amines with acyl chlorides of (S)-naproxen and (R)-O-phenyllactic acid were shown to be approximately the same and higher than those for the KR of N-phthaloyl-(S)-leucyl chloride. The reasons for the stereodifferentiation in the KR of racemic tetrahydroquinaldines containing groups of different electronic properties by acyl chlorides of three different chiral acids were explained using the DFT method. The conditions for stabilizing π—π interactions of aromatic fragments of the reagents, which do not occur in the same form in the transition state and lead to the minor diastereoisomeric product, are created in the transition state of the faster acylation reaction with (S)-naproxen and (R)-O-phenyllactic acyl chlorides. In the case of the KR of 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methyl-6-methoxy-1,2,3,4-tetrahydroquinoline with N-phthaloyl-(S)-leucyl chloride, the acylation diastereoselectivity is determined, most likely, by conformational factors. The individual (S)-enantiomer of 2-methyl-6-methoxy-1,2,3,4-tetrahydroquinoline of high optical purity was synthesized using the KR of the racemate with (S)-naproxen acyl chloride.

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4.
Инвентарный номер: нет.
   
   A 10

   
    A new synthetic approach to fused nine-ring systems of the indolo[3,2-b] carbazole family through double Pd-catalyzed intramolecular C-H arylation [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // RSC Advances. - 2016. - Vol. 6, № 74. - С. 70106-70116
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
IGHT-EMITTING-DIODES -- BIPOLAR HOST MATERIALS -- HOLE-TRANSPORTING MATERIALS
Аннотация: A series of new polycyclic compounds bearing the 5,11-dihydroindolo[3,2-b] carbazole ring system, as the common motif of their nine-ring scaffolds, has been successfully prepared with the usage of an efficient two-step strategy, based on the double Friedel-Crafts acylation of 5,11-dihexyl-6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with 2-iodobenzoyl chloride in the presence of SnCl4, followed by regioselective palladium-catalyzed cyclization of the obtained 2,8-bis(2-iodobenzoyl) derivatives into the desired fused 9H-fluoren-9-ones. Some modifications of these nine-ring structures have been performed to afford compounds of the same family bearing the 9H-fluorene fragments. Basic photophysical and electrochemical properties as well as thermal stability of the new fused indolo[3,2-b] carbazole derivatives have been determined.

\\\\expert2\\NBO\\RSC Advances\\2016. Vol. 6, N 74. P. 70106.pdf
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5.
Инвентарный номер: нет.
   
   A 19

   
    Acylative kinetic resolution of racemic heterocyclic amines with (R)-2-phenoxypropionyl chloride / S. A. Vakarov [и др.] // Tetrahedron: Asymmetry . - 2016. - Vol. 27, № 24. - С. 1231-1237. - Bibliogr. : p. 1236-1237 (15 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HETEROCYCLIC AMINES -- BENZOXAZINES -- 2-METHYLINDOLINE -- KINETIC RESOLUTION
Аннотация: The acylative kinetic resolution of racemic heterocyclic amines such as 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines, 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine, 2-methyl-1,2,3,4-tetrahydro-quinolines and 2-methylindoline with enantiopure (R)-2-phenoxypropionyl chloride has been studied. It has been found that acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine proceeds with the best stereoselectively when compared with other racemic amines. An efficient method for the preparation of (S)-3,4-dihydro-3-methyl-2H-[1,4]benzothiazine (99.4% ee) via a kinetic resolution protocol was developed. The possibility of recycling (R)-2-phenoxypropionic acid has been demonstrated.

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2016, v. 27, p.1231.pdf
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6.
Инвентарный номер: нет.
   
   R 35

   
    Regioselective C2-and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis-Stuttgart. - 2015. - Vol. 47, № 22. - С. 3561-3572. - Bibliogr. : p. 3572 (11 ref)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,11-DIHYDROINDOLO[3,2-B]CARBAZOLES -- 2-ARYLGLY-OXALS -- ACYLATION
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl- 6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b] carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline- containing indolo[3,2-b] carbazoles have been measured.

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7.
Инвентарный номер: нет.
   
   R 35

   
    Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis (Germany). - 2015. - Vol. 47, № 22. - С. 3561-3572
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,11-DIHYDROINDOLO[3,2-B]CARBAZOLES -- ACYLATION -- 2-ARYLGLYOXALS
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.

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8.
Инвентарный номер: нет.
   
   R 35

   
    Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis (Germany). - 2015. - Vol.47, № 22. - С. 3561-3572. - Bibliogr. : p.
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ACYLATION -- TYPE HETEROACENES -- QUINOXALINES
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.

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9.
Инвентарный номер: нет.
   
   D 53

   
    Diastereoselective acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines with 2-phenoxy carbonyl chlorides / S. A. Vakarov, D. A. Gruzdev, L. Sh. Sadretdinova, E. N. Chulakov, M. G. Pervova, M. A. Ezhikova, M. I. Kodess, G. L. Levit, V. P. Krasnov // Tetrahedron: Asymmetry . - 2015. - Vol. 26, № 5-6. - С. 312-319
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBONYL CHLORIDES -- DIASTEREOSELECTIVE SYNTHESIS -- dIASTEREOSELECTIVE ACYLATION

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2015, v. 26, p.312.pdf
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10.
Инвентарный номер: нет.
   
   N 89

   
    Novel 3-acetyl-2-methyl-polyfluorochromones in reactions with amines and esters of amino acids [Electronic resource] / K. V. Shcherbakov, D. N. Bazhin, Ya. V. Burgart, V. I. Saloutin // Chemistry of Heterocyclic Compounds. - 2015. - Vol. 51, № 11/12. - С. 961-968. - Bibliogr. : p. 967-968 (21 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AMINE -- ACYLATION -- CHROMONE
Аннотация: Novel 3-acetyl-2-methyl-polyfluoro-4Н-chromen-4-ones were obtained via one-pot acylation of acetylacetone with polyfluorobenzoyl chlorides. These chromones were shown to form N-substituted 3-amino-1-[2-hydroxy(polyfluoro)phenyl]but-2-en-1-ones in reaction with aliphatic primary amines, esters of amino acids, and aqueous ammonia via opening of the pyrone ring and deacylation

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2015, v.51, N 11-12, p. 961-968.pdf
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