Центральная Научная Библиотека УрО РАН

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   S 98


    Synthesis of trifluoroalkyl- and fluoroaryl-substituted 4,5-dihydro-1H-1,2,4-triazole-5-thiones [Electronic resource] / E. B. Vasil'eva, D. V. Sevenard, O. G. Khomutov, O. A. Kuznetsova, N. S. Karpenko, V. I. Filyakova // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 6. - P874-878. - Библиогр. : с. 878 (8 назв.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 4-(4-fluorophenyl)-, 4-(4-trifluoromethoxyphenyl)-, 4-(3,4-difluorophenyl)-, 4-(4-trifluoromethylphenyl)-, 4-piperidino-, and 4-(3-pyridyl)thiosemicarbazides with esters gave the corresponding 3,4-disubstituted 4,5-dihydro-1H-1,2,4-triazole-5-thiones and their S-alkyl derivatives. Analogous reactions with methyl 2,2,3,3,4,4,5,5-octafluoropentanoate and 2,2,3,3,4,4,5,5-octafluoropentanenitrile afforded, respectively, the acylation and addition products.

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (6), 874.pdf
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   F 70


    Fluoro-containing heterocycles: Part XIII. Fluoro-containing derivatives of thiazolo[3,2-a]-, benzothiazolo[3,2-a]-, and benzimidazo[3,2-a]quinazolinones [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1671-1677. - Библиогр. : с. 1677 (22 назв.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 2-aminothiazole, derivatives of 2-aminobenzothiazole and 2-aminobenzoimidazole with polyfluorobenzoyl chlorides gave rise to acylation products that at heating in the diphenyl ether formed fluoro-containing derivatives of thiazolo[3,2- a]-, benzothiazolo[3,2- a]-, and benzimidazo[3,2- a]quinazolinone.

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1671.pdf
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   K 46


    Kinetic resolution of 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes via acylation with chiral acyl chlorides [Electronic resource] / G. L. Levit, V. P. Krasnov, A. M. Demin, M. I. Kodess, L. Sh. Sadretdinova, T. V. Matveeva, V. A. Ol'shevskaya, V. N. Kalinin, O. N. Chupakhin, V. N. Charushin // Mendeleev Communications. - 2004. - Vol. 14, № 6. - P293-295

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A study of the kinetic resolution of racemic 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes by chiral acyl chlorides has shown that N-tosyl-(S)-prolyl and N-phthaloyl-(S)-alaninyl chlorides are more efficient resolving agents than (S)-naproxen chloride.

\\\\Expert2\\nbo\\Mendeleev Communications\\2004, v.14, p.293.pdf
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   N 10


    N-Phthaloyl-(S)-alanyl chloride as a chiral resolving agent for the kinetic resolution of heterocyclic amines [Text] / V. P. Krasnov, G. L. Levit, M. I. Kodess, V. N. Charushin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2004. - Vol. 15, № 5. - P859-862 : ил. - Библиогр.: с. 862 (7 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HETEROCYCLIC AMINES -- CHLORIDE -- KINETIC RESOLUTION
Аннотация: Acylation of heterocyclic amines with N-phthaloyl-(S)-alanyl chloride under kinetic resolution conditions resulted in the predominant formation of (S,S)-amides. The diastereoselectivity of resolution depended heavily on the structure of the resolved amine.????

\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2004, v.15, p.859.pdf
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   D 62


    Direct modification of benzoannelated crown ethers with 1,2,4-triazin-5(2H)-one moieties [Text] / G. L. Rusinov, D. G. Beresnev, N. A. Itsikson, O. N. Chupakhin // Heterocycles. - 2001. - Т. 55, № 12. - P2349-2359

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient method for one-step coupling of benzoannelated crown ethers with 1,2,4-triazinones based on the reaction of nucleophilic addition to unsubstituted carbon atom of the triazine ring has been worked out. It has been shown that the reaction of 3-substituted 1,2,4-triazin-5(2H)-ones (1) with benzocrown ethers (benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6) in the presence of acetic or trifluoroacetic anhydride is accompanied by acylation of triazine ring and results in formation of 3-(1-acyl-5-oxo-1,4,5,6-tetrahydro-1,2,4-triazin-6-yl)benzocrown ethers (7-12). The latters were converted to 3-(5-oxo-2,5-dihydro-1,2,4-triazin-6-yl)benzocrown ethers (18-20) using two alternative routes: the elimination of acetic or trifluoroacetaldehyde or the deacylation followed by the oxidation of the 1,4,5,6-tetrahydro derivatives (13-15).

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   F 70


    Fluoroaryl containing beta,beta-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones [Text] / S. P. Kisil', Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2001. - Vol. 108, № 2. - P125-131

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroaryl containing ?,??-dioxoesters and their copper(II) chelates have been prepared by acylation of ethyl acetoacetate with 2,6-dimethoxy-3,4,5-trifluorobenzoyl, 2-methoxy-3,4,5,6-tetrafluorobenzoyl and pentafluorobenzoyl chlorides. Cyclization of these ?,??-dioxoesters leads to formation of substituted fluorochromones. Depending on conditions, 2-methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzed to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. The same chromone reacts with morpholine to form a seven-substituted product and ammonium hydroxide to give 3-iminoacetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter affords 3-acetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Ethyl-2-(2,6-dimethoxy-3,4,5-trifluorobenzoyl)-3-oxobutanoates undergoes ketone-splitting to 1-(2,6-dimethoxy-3,4,5-trifluorophenyl)-1,3-butandione????

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   A 10


    A route to ethyl alfa-pentafluorobenzoyl-beta-oxobutanoate via its copper(II) chelate [Text] / Ya. V. Burgart, S. P. Kisil', V. I. Saloutin, O. N. Chupakhin // Mendeleev Communications. - 2001. - Vol. 11, № 2. - P76

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Ethyl 2-pentafluorobenzoyl-3-oxobutanoate has been prepared by the acylation of ethyl acetoacetate with pentafluorobenzoyl chloride via a copper(II) chelate

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   E 54


    Enantiomers of 3-amino-1-methyl-1,2-dicarba-closo-dodecaborane [Text] / V. P. Krasnov, G. L. Levit, V. N. Charushin, M. I. Kodess, V. N. Kalinin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2002. - Vol. 13, № 16. - P1833-1835. - Bibliogr. : p. 1835 (6 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The enantiomers of 3-amino-1-methyl-1,2-dicarba-closo-dodecaborane were prepared by means of resolution of the racemic mixture via acylation by (S)-naproxen chloride followed by separation and subsequent acid hydrolysis of each of the diastereoisomeric amides. Partial racemization of enantiomeric 3-aminocarboranes was observed during acid hydrolysis

\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2002, v.13, p.1833.pdf
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   K 46


    Kinetic resolution of (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline [Electronic resource] / V. P. Krasnov, G. L. Levit, I. N. Andreeva, A. N. Grishakov, V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 2002. - Vol. 12, № 1. - P27-28

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The acylation of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline by (S)-naproxen acyl chloride resulted in their kinetic resolution with the predominant formation of (S,S)-diastereoisomeric amides (de 78–76%), recrystallisation of which followed by acid hydrolysis gave individual (S)-isomers of heterocyclic amines????

\\\\expert2\\nbo\\Mendeleev Communications\\2002, v.12, N 1. p.27.pdf
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10.

Инвентарный номер: нет.

   K 46


    Kinetic resolution of (±)-2,3-dihydro-3-methyl-4H-1,4-benzoxazine, (±)-2-methyl-1,2,3,4-tetrahydroquinoline and (±)-2-methylindoline using N-tosyl-(S)-prolyl chloride [Text] / V. P. Krasnov, G. L. Levit, I. M. Bukrina, I. N. Andreeva, L. Sh. Sadretdinova, M. A. Koroleva, M. I. Kodess, V. N. Charushin, O. N. Chupakhin // Tetrahedron: Asymmetry . - 2003. - Vol. 14, № 14. - P1985-1988. - Bibliogr. : p. 1988 (6 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acylation of racemic 2,3-dihydro-3-methyl-4H-1,4-benzoxazine, 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methylindoline with N-tosyl-(S)-prolyl chloride resulted in their kinetic resolution with the predominant formation of (R,S)-diastereoisomeric amides, des being 80, 66 and 38%, respectively. Recrystallisation of the amides followed by acid hydrolysis gave individual (R)-enantiomers of heterocyclic amines

\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2003, v.14, p.1985.pdf
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11.

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   S 98


    Synthesis of 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones and reaction thereof with acetic anhydride [Text] / V. V. Shchepin, P. S. Silaichev, A. R. Racitin, M. I. Kodess // Tetrahedron Letters. - 2006. - Vol. 47, № 4. - P557-560

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reaction of zinc enolates synthesized from 1-aryl-2,2-dibromoalkanones and zinc with 6-R-2-oxochromene-3-carboxylic acid N-benzylamide affords 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones. Acylation of these compounds is accompanied by an unexpected rearrangement producing a sole geometrical isomer of 4?-alkyl-5?-aryl-1?-benzyl-3,4,2?,3?-tetrahydro-2,2?-dioxospiro[chroman-3,3?-pyrrol]-4-yl acetates

\\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.557.pdf
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12.

Инвентарный номер: нет.

   P 93

    Prokhorov, A. M.
    Direct introduction of acetylene moieties into azines by S(N)H methodology [Text] / A. M. Prokhorov, M. Makosza, O. N. Chupakhin // Tetrahedron Letters. - 2009. - Vol. 50, № 13. - P1444-1446

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The N-oxides of azines 1a–g react with lithium and/or potassium acetylides to give the corresponding ethynylazines 2a–g. Reaction with lithium acetylide requires subsequent acylation of the intermediate anionic adduct for rearomatization whereas in the case of potassium acetylide, auto-aromatization takes place??

\\\\Expert2\\nbo\\Tetrahedron Letters\\2009, V. 50, N 13, p.1444.pdf
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13.

Инвентарный номер: нет.

   K 49

    Kisil', S. P.
    New Fluoroaryl-containing beta,beta'-Dioxoesters in the Synthesis of Fluorobenzopyran-2(4)-ones [Electronic resource] / S. P. Kisil', Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 10. - P1455-1462

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: For the first time were obtained ethyl 2-(2-methoxy-3,4,5,6-tetrafluorobenzoyl)-3-oxobutanoate and ethyl 2-pentafluorobenzoyl-3-oxobutanoate and their copper chelates. The compounds were prepared by acylation of ethyl acetoacetate with 2-methoxy-3,4,5,6-tetrafluoro- and pentafluorobenzoyl chlorides. Cyclization of these ,'-dioxoesters afforded substituted chromones. 2-Methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzes depending on reaction conditions either to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or to 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. Reaction with morpholine provided 7-substituted product, and with aqueous ammonia as a result of rearrangement forms 3-acetimidoyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter yields 3-acetyl-4-hydroxy-5-methoxy-6,7,8-triflu

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (10), 1455.pdf
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14.

Инвентарный номер: нет.

   S 98


    Synthesis of ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate [Electronic resource] / S. P. Kisil', M. I. Kodess, Ya. V. Burgart, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2000. - Vol. 49, № 6. - P1090-1092

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Ethyl acetoacetate was acylated with 3,4,5-trifluoro-2,6-dimethoxybenzoyl chloride to give, for the first time, ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate and its copper chelate. The title compound was used for the synthesis of 6,7,8-trifluoro-5-hydroxy-2-methylchromone, 1-(3,4,5-trifluoro-2,6-dimethoxyphenyl)butane-1,3-dione, and its copper chelate

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2000, 49 (6), 1090.pdf
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15.

Инвентарный номер: нет.

   S 98


    Synthesis of 4-acyl(alkoxycarbonyl)-5-fluoroalkyl-3,5-dihydroxyfuran-2(5H)-ones [Electronic resource] / M. V. Pryadeina, Ya. V. Burgart, K. I. Suslova, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2002. - Vol. 51, № 9. - P1727-1730

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 4-Acyl(alkoxycarbonyl)-5-fluoroalkyl-3,5-dihydroxyfuran-2(5H)-ones were obtained for the first time by the reactions of fluoroalkyl-containing 1,3-diketones and 3-oxo esters with oxalyl chloride

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2002, 51 (9), 1727.pdf
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16.

Инвентарный номер: нет.

   K 46


    Kinetic resolution of heterocyclic amines by reaction with optically active acid chlorides. The effect of reaction conditions on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine [Electronic resource] / V. P. Krasnov, G. L. Levit, M. A. Koroleva, I. M. Bukrina, L. Sh. Sadretdinova, I. N. Andreeva, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1253-1256

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The influence of the reaction conditions (solvent, base) on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine with (S)-naproxen and N-tosyl-(S)-proline chlorides was studied. The highest diastereoselectivity was observed for the reaction carried out in benzene in the presence of aliphatic tertiary amines

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1253.pdf
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17.

Инвентарный номер: нет.

   N 52


    New 1,2,4-triazine-containing podands: synthesis and properties [Electronic resource] / O. N. Chupakhin, G. L. Rusinov, N. A. Itsikson, D. G. Beresnev, O. V. Fedorova, I. G. Ovchinnikova // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 10. - P2308-2313

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A method of one-step C-C coupling of 1,5-bis(2,6-dimethylphenoxy)-3-oxapentane (1a) and 1,8-bis(2,6-dimethylphenoxy)-3,6-dioxaoctane (1b) with 3-methylthio- (2) and 3-amino-1,2,4-triazine (3) and 3-aryl-1,2,4-triazin-5-one (6-8) has been described. The reaction of compounds 1a,b with compounds 2 and 3 in the presence of trifluoroacetic acid results in the addition of the dimethylphenoxy group to the unsubstituted C(5) carbon atom of the triazine ring. The reactions of triazinones 6-8 with compounds 1a,b in a mixture of trifluoroacetic acid and organic anhydrides are accompanied by the acylation of the nitrogen atom adjacent to the reaction center and affords bis[(3-R-1-acyl-5-oxo-1,4,5,6-tetrahydro-1,2,4-triazin-6-yl)-2,6-dimethylphenoxy]-3-oxapentane or -3,6-dioxaoctane. The obtained adducts can smoothly be oxidized under mild conditions to form more stable products of nucleophilic hydrogen substitution in the triazine ring. The extraction and transport of Ca2+ and Mg2+ cations through an organic membrane by the compounds synthesized are discussed.

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (10), 2308.pdf
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18.

Инвентарный номер: нет.

   S 53

    Shchepin, V. V.
    Unexpected formation of 5-aryl-1-benzyl-4-methyl-3,4,2,3-tetrahydro-2,2-dioxospiro[chroman3,3-pyrrol]-4-yl acetates at acylation of 1-aryl-2-benzyl-1-hydroxy-9c-methyl-1,2,9b,9c-tetrahydro-5-oxa-2-azacyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones with acetic anhydride [Electronic resource] / V. V. Shchepin, P. S. Silaichev, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 5. - P778-779

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (5), 778.pdf
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19.

Инвентарный номер: нет.

   A 19


    Acylation and Carbamoylation of 2-Hydrazinothiazole Derivatives. Identification of Isomeric Structures [Electronic resource] / A. V. Denisova, V. A. Bakulev, W. Dehaen, S. Toppet, L. Van Meerlent, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 4. - P584-590

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acylation and carbamoylation of 2-(arylmethylidenehydrazino)- and 2-(aroylhydrazino)thiazoles was performed, and structure of the products was established

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (4), 584.pdf
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20.

Инвентарный номер: нет.

   T 82


    Transformations of 1,2,4-triazines in reactions with nucleophiles: IV. Nucleophilic substitution of hydrogen in 1,2,4-triazine 4-oxides under acylation conditions [Text] / V. L. Rusinov, D. N. Kozhevnikov, I. S. Kovalev, O. N. Chupakhin, G. G. Aleksandrov // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2000. - Vol. 36, № 7. - P1050-1060. - Bibliogr. : p. 1060 (13 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
3-SUBSTITUTED 6-PHENYL-1,2,4-TRIAZINE 4-OXIDES -- AROMATIC NUCLEOPHILES -- AUTOAROMATIZATION -- KINETIC REGIOSELECTIVITY -- THERMODYNAMIC REGIOSELECTIVITY

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21.

Инвентарный номер: нет.

   S 91


    Substituent effect on the stereoselectivity of acylation of racemic heterocyclic amines with N-phthaloyl-3-aryl-(S)-alanyl chlorides [Text] / G. L. Levit, D. A. Gruzdev, V. P. Krasnov, E. N. Chulakov, L. Sh. Sadretdinova, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Tetrahedron: Asymmetry . - 2011. - Vol. 22, № 2. - P185-189. - Bibliogr. : p. 189 (17ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The acylative kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using acyl chlorides of N-phthaloyl-(S)-phenylalanine, N-phthaloyl-3-(4-nitrophenyl)-(S)-alanine and N-phthaloyl-O-methyl-(S)-tyrosine as chiral resolving agents has been carried out. It is shown that the effectiveness of an acylative kinetic resolution depends on the electronic effects of substituents in the phenyl fragment of the acylating agent and increases as the electron-donating properties of the para-substituent (OMe H NO2) in phenyl fragment of N-phthaloyl-3-aryl-(S)-alanyl chlorides increase; conducting the process at a reduced temperature also contributes to an enhancement of the kinetic resolution

\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2011, v. 22, p.185.pdf
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22.

Инвентарный номер: нет.

   F 62


    Five-membered 2,3-dioxo heterocycles: LXXVIII. Acylation of fischer's base with aroylketenes. Crystalline and molecular structure of (1E, 3Z)-4-(4-chlorophenyl)-4-hydroxy-1-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)but-3-en-2-one [Electronic resource] / V. V. Konovalova, Yu. V. Shklyaev, P. A. Slepukhin, A. N. Maslivets // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 7. - P1062-1065. - Bibliogr. : p. 1065 (11 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Aroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones reacted with 1,3,3-trimethyl-2-methylidene-1,3-dihydro-2H-indole (Fischer's base) to produce (1E,3Z)-4-aryl-4-hydroxy-1-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)but-3-en-2-ones. The crystalline and molecular structures of (1E,3Z)-4-(4-chlorophenyl)-4-hydroxy-1-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)but-3-en-2-one were determined by X-ray analysis

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (7), 1062.pdf
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23.

Инвентарный номер: нет.

   S 98


    Synthesis of enantiomers of 6-nitro- and 6-amino-2-methyl-1,2,3,4-tetrahydroquinolines / D. A. Gruzdev, G. L. Levit, M. I. Kodess, V. P. Krasnov // Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №5. - С. 748-757

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AMIDES -- DIASTEREOISOMERS -- ENANTIOMERS
Аннотация: Enantiomers of 2-methyl-6-nitro-1,2,3,4-tetrahydroquinoline have been obtained by kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline in acylation with acyl chlorides of N-protected amino acids followed by regioselective nitration of the diastereoisomeric amides and acidic hydrolysis. The introduction of a trifluoroacetyl protecting group into the position 1 of the enantio pure nitro compound followed by the reduction led to (S)-6-amino-2-methyl-1-trifluoroacetyl-1,2,3,4-tetra-hydroquinoline in a high yield

\\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 5, p.748-757.pdf
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24.

Инвентарный номер: нет.

   A 10


    A convenient method for the preparation of mono- and bis-substituted photochromic bis(benzothienyl)perfluorocyclopentenes via regioselective Friedel–Crafts acylation / N. S. Bogatishcheva, V. N. Yarovenko, K. S. Levchenko, O. I. Kobeleva, T. M. Valova, V. A. Barachevskii, M. I. Struchkova, P. S. Shmelin, M. M. Krayushkin, V. N. Charushin // Tetrahedron Letters. - 2012. - Vol.53, №44. - С. 5948-5951

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
REGIOSELECTIVE FRIEDEL–CRAFTS ACYLATION -- PHOTOCHROME -- BENZOFURANS
Аннотация: The regioselective Friedel–Crafts acylation of 1,2-bis(2-methylbenzo[b]thien-3-yl)hexafluorocyclopentene was developed. Depending on the reaction conditions, mono- or bis(bromoacetyl) derivatives are formed as single products in good yields. Further heterocyclizations involving α-bromoketone moieties gave a series of new photochromic compounds

\\\\Expert2\\nbo\\Tetrahedron Letters\\2012, v. 53, p. 5948.pdf
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25.

Инвентарный номер: нет.

   U 52


    Unexpected result for the acylation of arylhydrazonoethanethioamides [Electronic resource] / A. I. Bolgova, K. I. Lugovik, J. O. Subbotina, P. A. Slepukhin, V. A. Bakulev, N. P. Belskaia // Tetrahedron. - 2013. - Vol.69, №35. - С. 7423-7429. - Bibliogr. : p. 7429 (18 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ARYLHYDRAZONOETHANETHIOAMIDES -- AMINO GROUPS -- ACYLTHIOAMIDES
Аннотация: The acylation of arylhydrazonoethanethioamides containing primary amino group did not yield acylthioamides as expected. Surprisingly, the cyclic 5-acylimino-2,5-dihydro-1,2,3-thiadiazoles were obtained. The formation of thiadiazoles in this reaction was explained by the higher ability of arylhydrazono-N-acylthioacetamide intermediates to be oxidized comparing to their precursors. The presence of pseudobicyclic aromatic structure in the reaction product was a main factor favoring the formation of 1,2,3-thiadiazole ring

\\\\expert2\\NBO\\Tetrahedron\\2013, v. 69, p. 7423.pdf
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26.

Инвентарный номер: нет.

   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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27.

Инвентарный номер: нет.

   G 90

    Gruzdev, D. A.
    Acylative kinetic resolution of racemic heterocyclic amines using N-phthaloyl-(S)-amino acyl chlorides with alkyl side chains / D. A. Gruzdev, G. L. Levit, V. P. Krasnov // Tetrahedron: Asymmetry . - 2012. - Vol.23. - С. 1640-1646. - Bibliogr.: p. 1645-1646 (15 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
HETEROCYCLIC AMINES -- RACEMIC AMINES -- ACYL CHLORIDES
Аннотация: A comparative study of the acylative kinetic resolution of racemic 2-methyl-1,2,3,4 tetrahydroquinoline and 3,4-dihydro-3-methyl-2H-[1,4]benzoxazine using N-phthaloyl-(S)-amino acyl chlorides with alkyl side chains has been carried out. The influence of steric factors on the stereoselectivity of the acylation was demonstrated. The (S)-enantiomers of the heterocyclic amines (ee >99%) were obtained in good yields via a kinetic resolution protocol using N-phthaloyl-(S)-leucyl chloride

\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2012, v. 23, p.1640.pdf
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28.

Инвентарный номер: нет.

   K 81

    Krasnov, V. P.
    Nonenzymatic Acylative Kinetic Resolution of Racemic Amines and Related Compounds / V. P. Krasnov, D. A. Gruzdev, G. L. Levit // European Journal of Organic Chemistry. - 2012. - Vol.2012, №8. - С. 1471-1493. - Bibliogr. : p. 1491-1493 (76 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
KINETIC RESOLUTION -- ACYLATION -- AMINES -- AMIDES
Аннотация: Acylative kinetic resolution of racemic amines occupies a highly important place among the methods for preparation of enantio enriched or pure amines. Nonenzymatic acylative kinetic resolution is usually carried out in the presence of chiral acyl-transfer catalysts or under the action of chiral enantio- or diastereoselective resolving agents. Recently, this line of investigations has been rapidly developed and very interesting results of design and synthetic application of both new catalysts and chiral acylating agents have been obtained. This microreview summarizes the recent advances in this area.

\\\\expert2\\NBO\\European Journal of Organic Chemistry\\2012, p.1471.pdf
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29.

Инвентарный номер: нет.

   N 10


    N-Tosyl-(S)-Prolyl Chloride in Kinetic Resolution of Racemic Heterocyclic Amines [Electronic resource] / D. A. Gruzdev, S. A. Vakarov, G. L. Levit, V. P. Krasnov // Chemistry of Heterocyclic Compounds. - 2014. - Article in Press. - С. 1-13

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
H-[1,4]BENZOXAZINE -- ACYLATION -- AMINES
Аннотация: The kinetic resolution of racemic heterocyclic amines via acylation with N-tosyl-(S)-prolyl chloride was systematically investigated. It was established that racemic mixtures of aromatic amines could be resolved with high efficiency, while the acylation of 2- and 3-methylpiperidines occurred with low diastereoselectivity. A method for the preparation of enantiomerically pure (3 R)-7,8-difluoro-3-methyl-3,4-dihydro-2 H-[1,4]benzoxazine was developed

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30.

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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