H 99 Interaction of fluorine-containing 1,3-dicarbonyl compounds with polyamines [Electronic resource] / V. I. Saloutin, Z. E. Skryabina, Ya. V. Burgart, S. V. Kiseleva // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1992. - Vol. 41, N 11. - P2046-2050 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: In the reaction of fluorinated copper (II) 1,3-diketonates with diethylenetriamine (or triethylenetetramine) in CHC13, N,N'-bis (1,3-aminovinylketones) are formed in 21-35% yields. Fluorine-containing 1,3-diketones and 1,3-ketoesters, upon interaction with polyamines without solvent, undergo acid cleavage, forming the corresponding amides \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1992, 41 (11), 2046.pdf |
G 24 Gas-chromatographic retention of amides of perfluoro-carboxylic acids [Text] / E. P. Promyshlennikova, V. E. Kirichenko, K. I. Pashkevich, D. N. Grigoreva, R. V. Golovnya // Journal of Analytical Chemistry. - 1994. - Vol. 49, N 7. - P660-664 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
T 44 The peculiarities of sorption of esters, thioesters and amides of perfluorocarboxylic acids [Text] : доклад, тезисы доклада / V. E. Kirichenko, E. P. Promyshlennikova, O. A. Osipova, K. I. Pashkevich // International Congress of Analitical Chemistry, M., June 15-21, 1997 : absracts. - M., 1997. - Vol. 1. - PE90 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
L 62 Levit, G. L. Synthesis of Amides of Nonsteroidal Anti-Inflammatory Drugs with Potentially Low Gastrotoxicity [Text] : доклад, тезисы доклада / G. L. Levit, M. A. Koroleva, V. P. Krasnov // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P91 Рубрики: ХИМИЧЕСКИЕ НАУКИ ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ |
A 18 Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes [Electronic resource] / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2783-2786 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy. \\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf |
N 89 Novel chemical modifications at the 4-position of chromones. Synthesis and reactivity of 4H-chromene-4-spiro-5-isoxazolines and related compounds [Text] / V. Ya. Sosnovskikh, B. I. Usachev, A. Yu. Sizov, M. I. Kodess // Tetrahedron Letters. - 2004. - Vol. 45, № 39. - P7351-7354 : ил. - Библиогр.: с. 7353-7354 (22 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CHROMONES -- DILITHIOOXIMES -- 4H-CHROMENE-4-SPIRO-5'-ISOXAZOLINES; -- ALFA,BETA-UNSATURATED OXIMES -- BECKMANN REARRANGEMENT -- NITROSATION -- BROMINATION Аннотация: Reactions of chromones with dilithiooximes proceed via nucleophilic 1,2-addition to give, on acidification, 4H-chromene-4-spiro-5-isoxazoline derivatives in high yields. On treatment with concentrated H2SO4 the isoxazoline ring of this novel spiroannulated heterocyclic system opens to give alfa,beta-unsaturated oximes, which undergo nitrosation, bromination, and the Beckmann rearrangement to the corresponding spiroisoxazolines and alfa,beta-unsaturated amides, respectively. The latter can be obtained directly by the Beckmann rearrangement of 4H-chromene-4-spiro-5`-isoxazolines \\\\Expert2\\nbo\\Tetrahedron Letters\\2004, v. 45, p.7351.pdf |
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.) 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 |
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.) 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 |
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 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 |
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.) 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 |
A 48 Aminomethylation of chlorophyll a derivatives using bis(N,N-dimethylamino) methane [Text] / D. V. Belykh, I. S. Tarabukina, D. A. Gruzdev, M. I. Kodess, A. V. Kutchin // Journal of Porphyrins and Phthalocyanines. - 2009. - Vol. 13, № 7-8. - P949-956 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Bis(N,N-dimethylamino)methane has been shown to be a convenient reagent for the aminomethylation of chlorophyll a derivatives. Methylpheophorbide a (in enol form) and chlorin e6 13-amides were aminomethylated with bis(N,N-dimethylamino)methane. Reactivity of methylpheophorbide a exo-ring and chlorin e6 13-amides vinyl group were shown to be different. Selective methylpheophorbide a exo-ring aminomethylation was realized and isomerization of the exo-ring aminomethylation product with rhodochlorin 15-acrylic derivative formation was studied. The action of bis(N,N- dimethylamino)-methane in the presence of weak acid has been shown to be a simple and effective synthetic procedure to obtain a new chlorin e6 derivative with two N,N-dimethylaminomethyl substituents in the vinyl group. The aminomethylation products' high yields, the simplicity of the procedure, the use of metal-free chlorines and the possible synthesis of new compounds, were found to be the main advantages of using bis(N,N-dimethylamino)methane as an aminomethylation reagent in chlorophyll a derivatives' chemistry |
S 98 Synthesis of N-[(3-Amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] Derivatives of alfa-Amino Acids [Text] / G. L. Levit, V. P. Krasnov, D. A. Gruzdev, A. M. Demin, I. V. Bazhov, O. N. Chupakhin, V. N. Charushin // Collection of Czechoslovak Chemical Communications. - 2007. - Vol. 72, № 12. - P1697-1706 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The N-[(3-amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] derivatives of amino acids were prepared starting from N-protected (Ac, Form, Bz, and Boc) 3-amino-1-(carboxymethyl)-o-carboranes and alkyl esters of natural amino acids using the carbodiimide method of coupling and removing the ester groups. All the amides obtained were diastereoisomeric mixtures. Some diastereoisomers were separated and the assignment of the absolute configuration of aminocarborane fragments was performed by X-ray crystallography |
S 98 Synthesis of (2s,4s)-4-phenylamino-5-oxoproline derivatives [Text] / I. A. Nizova, V. P. Krasnov, G. L. Levit, M. I. Kodess // Amino Acids. - 2002. - Vol. 22, № 2. - P179-186. - Bibliogr. : p. 186 (5 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AMIDES -- PEPTIDES -- AMINO ACIDS -- PYROGLUTAMIC ACID -- NMR SPECTROSCOPY -- PROTECTING GROUPS Аннотация: The paper describes the synthesis of (2S,4S)-4-(N-Ts)- and (2S,4S)-4-(N-Boc)-phenylamino-5-oxoprolines (pyroglutamic acid). These derivatives have been shown to be useful for synthesis of their amides and peptides in spite of steric hindrances caused by bulky groups adjacent to the reaction centre. Under the conditions applied no lactam ring opening and no loss of stereochemical integrity of any of the chiral centres were observed, which has been confirmed by NMR techniques. |
R 30 Reaction of organozinc reagents prepared from bromomalonic acid esters and zinc with 3-aryl-2-cyanopropenoic acid primary amides [Electronic resource] / V. V. Shchepin, P. S. Silaichev, Yu. G. Stepanyan, N. Yu. Russkikh, M. I. Vakhrin, M. A. Ezhikova, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 11. - P1625-1629 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Organozinc compounds prepared from bromomalonic acid esters and zinc react with 3-aryl-2-cyanopropenoic acid primary amides giving a single diastereomer of the corresponding 1-R?-4-aryl-2,6-dioxo-5-cyanopiperidine-3-carboxylic acid esters, or 3-R?-6-aryl-2,4-dioxo-5-cyano-3-azabicyclo[3.1.0]hexene-1-carboxylic acid esters \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (11), 1625.pdf |
R 30 Reaction of N-substituted 2-oxochromen-3-carboxamides with bromoderivatives of zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxoalkanoates and zinc [Electronic resource] / V. V. Shchepin, P. S. Silaichev, N. Yu. Russkikh, M. I. Vahrin, M. I. Kodess // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 8. - P1157-1163 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ZINC ENOLATES -- CARBOXAMIDES -- E-POSITION Аннотация: Zinc enolates obtained from ethyl 2,2-dialkyl-4,4-dibromo-3-oxobutanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides forming ethyl 3-(1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoate isomer with a Z-position of methine hydrogens. Zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides to give rise to esters of 3-(1-alkyl-1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa-[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoic acid as isomers with the E-position of the methine proton and the alkyl substituent. The reaction carried out in the presence of small quantities of THF and HMPA leads to the formation of 9c-alkyl-2-R3-9b,9c-dihydro-5-oxa-2-azacyclopenta[2,3]-cyclopropa[1,2-a]naphthalene-1,3,4-triones. Zinc enolates from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc with the secondary amides of 2-oxochromen-3-carboxylic acid form alkyl 3-(2-oxo-1a-(piperidinocarbonyl)-and 3-(6-R1-1a-(morpholinocarbonyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-R2,R2-3-oxopropanoates as single geometrical isomers \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (8), 1157.pdf |
S 78 Spiro[4H-chromene-4,5-isoxazolines] and related compounds: Synthesis and reactivities [Electronic resource] / V. Ya. Sosnovskikh, A. Yu. Sizov, B. I. Usachev, M. I. Kodess, V. A. Anufriev // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 3. - P535-542 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of chromones with methyl ketoximes in the presence of lithium diisopropylamide follow the nucleophilic 1,2-addition mechanism to give spiro[4H-chromene-4,5?-isoxazolines] in good yields. The isoxazoline ring in spiro[4H-chromene-4,5?-isoxazolines] undergoes opening under the action of conc. H2SO4, yielding ?,?-unsaturated oximes. Their nitrosation and bromination lead to the corresponding spiroisoxazolines, while the Beckmann rearrangement, to ?,?-unsaturated amides. The latter are also formed directly from spiro[4H-chromene-4,5?-isoxazolines] under the action of PCl5. N-Substituted acetophenone hydrazones in the presence of lithium diisopropylamide react at the C(4) atom of 2-trifluoromethylchromone, while acetophenone anil under the same conditions, at the C(2) atom \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (3), 535.pdf |
S 98 Synthesis of novel carboranyl derivatives of alfa-amino acids [Electronic resource] / D. A. Gruzdev, G. L. Levit, I. V. Bazhov, A. M. Demin, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 1. - P110-115. - Bibliogr. : p. 115 (28 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBORANES -- AMINO ACIDS -- AMIDES Аннотация: New routes to closo-carboranyl derivatives of L-lysine and L-glutamic acid with free gA-NH2 groups were proposed \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (1), 110-115.pdf |
S 98 Synthesis of amides and N-acyl derivatives of 3-amino-1-carboxymetil-1,2-dicarba-closo-dodecarborane [Text] : доклад, тезисы доклада / G. L. Levit, V. P. Krasnov, D. A. Gruzdev, A. M. Demin, I. V. Bazhov, V. A. Ol'shevskaya, V. N. Kalinin, O. N. Chupakhin, V. N. Charushin // Euroboron 4, Bremen, Germany, 2-6 Sept. 2007 : abstr. . - Bremen, Germany, 2007. - 137 (56PO). - Bibliogr. : p. 137 (1 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
H 99 Hydrolysis of 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecarborane amides [Text] : доклад, тезисы доклада / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Euroboron 3, The 3rd European Meeting on Boron Chemistry, Pruhonice-by-Prague, Czech Republic, 12-16 Sept. 2004 : abstr. . - Pruhonice-by-Prague, Czech Republic, 2004. - P39 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
S 98 Synthesis of 1-substituted 2-azaspiro[4.5]deca-6,9-diene-8-ones and 2-azaspiro[4.5]deca-1,6,9-triene-8-ones by a three-component condensation of 1,2,3-, 1,2,4- or 1,3,5-trimethoxybenzene with isobutyric aldehyde and nitriles [Text] / V. A. Glushkov, O. G. Stryapunina, A. A. Gorbunov, O. A. Maiorova, P. A. Slepukhin, S. Ya. Ryabukhina, E. V. Khorosheva, V. I. Sokol, Yu. V. Shklyaev // Tetrahedron. - 2010. - Vol. 66, № 3. - P721-729 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A three-component condensation of 1,2,3- or 1,2,4-trimethoxybenzene with isobutyric aldehyde and alkyl cyanoacetates in the presence of sulfuric acid resulted in the formation of substituted 2-azaspiro[4.5]deca-6,9-diene-8-ones. The same reaction of aromatic nitriles yielded 2-azaspiro[4.5]deca-1,6,9-triene-8-ones; in the case of 1,2,3-trimethoxybenzene corresponding Ritter amides were also observed. The condensation of 1,3,5-trimethoxybenzene with isobutyric aldehyde and alkyl cyanoacetates provided the compounds of the formal Knoevenagel condensation \\\\Expert2\\nbo\\Tetrahedron\\2010, v.66, N 3,p.721.pdf |