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1.
A. N. Grinev G. Ya. Uretskaya N. V. Arkhangel'skaya S. Yu. Ryabova T. F. Vlasova 《Chemistry of Heterocyclic Compounds》1974,10(10):1207-1209
1-Aryl-2-methyl-3-carbethoxy-5-hydroxy-6-bromoindoles are oxidized by nitric acid to 1-aryl-2-methyl-3-carbethoxy-4,5-dioxo-6-bromoindoles, while 1,2-dimethyl-3-carbethoxy-5-hydroxy-6-bromoindole is converted to the 4,6-dinitro derivative under similar conditions. 相似文献
2.
The reaction of methyl 3-aryl-2-cyano-3-methoxypropenoates 1 with cyanamide and sodium methoxide in methanol afforded after acid hydrolysis the methyl 3-[(aminocarbonyl)amino]-3-aryl-2-cyanopropenoates 4 . By performing the reaction in higher boiling alcohols the 2-alkoxy-6-aryl-5-cyano-4(3H)-pyrimidinones 2 were obtained in good yields. 相似文献
3.
Acetylation of 2-arylamino-5-carbethoxy-6-methylnicotinonitriles gave N-acetyl-2-arylamino-5-carbethoxy-6-methylnicotinonitriles, which, under the influence of hydrogen chloride, are cyclized to 1-aryl-1,4-dihydro-6-carbethoxy-2,7-dimethyl-4-oxopyrido[2,3-d]pyrimidines. The latter can be converted to the corresponding carboxylic and hydroxamic acids, as well as to acetylation products 1-aryl-2-acetonyl-1,4-dihydro-6-carbethoxy-7-methyl-4-oxopyrido [2,3-d]pyrimidines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 535–539, April, 1992. 相似文献
4.
V. V. Shchepin Yu. G. Stepanyan P. S. Silaichev M. A. Ezhikova M. I. Kodess 《Russian Journal of Organic Chemistry》2007,43(7):1002-1007
Zinc enolates derived from 2,2-dibromoindan-1-one and 2,2-dibromo-1,2,3,4-tetrahydronaphthalen-1-one reacted with 2-arylmethylidenemalononitriles, alkyl 3-aryl-2-cyanoprop-2-enoates, and N-substituted 3-aryl-2-cyanoprop-2-enamides to give, respectively, 3-aryl-1′-oxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2-2-dicarbonitriles, 3-aryl-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2,2-dicarbonitriles, alkyl 3-aryl-2-cyano-1′-oxo-1′,3′-dihydrospiro[cyclopropane-1,2′-indene]-2-carboxylates, alkyl 3-aryl-2-cyano-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2-carboxylates, and N-substituted 3-aryl-2-cyanol-1′-oxo-3′,4′-dihydro-1′H-spiro[cyclopropane-1,2′-naphthalene]-2-carboxamides as a single diastereoisomer. The stereoconfiguration of the products was determined by 1H and 13C NMR spectroscopy. 相似文献
5.
A. I. Ozols Yu. Ê. Pelcher Z. A. Kalme Yu. Yu. Popelis I. V. Turovskis G. Ya. Duburs 《Chemistry of Heterocyclic Compounds》1996,32(1):52-58
8-Aryl-7-acetyl-1, 6-dimethyl-6-hydroxy-4-cyano-5, 6, 7, 8-tetrahydro-3(2H)-isoquinolinones and -isoquinolinethiones and their sodium salts were obtained by the reaction of cyanoacetamide and cyanothioacetamide with 3-aryl-2, 4-diacetyl-5-methyl-5-hydroxycyclohexanonesinbasicrnedium. 8-Aryl-7-acetyl-6-methoxycarbonyl-1, 6-dimethyl-4-cyano-5, 6, 7, 8-tetrahydro-3(2H)-isoquinolinones were obtained by the reaction of acetyl chloride and the above isoquinolinone sodium salts. The reaction of iodoacetamide and the above isoquinolinethione sodium salts yielded 8-aryl-7-acetyl-3-carbamoylmethylthio-1, 6-dimethyl-4-cyano-5, 6, 7, 8-tetra-hydroisoquinolines, which were cyclized into 1-amino-6-aryl-7-acetyl-2-carbamoyl-5, 8-dimethyl-8-hydroxy-6, 7, 8, 9-tetrahydrothiophene[2,3-c]isoquinolines in basic medium. 相似文献
6.
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》2006,42(11):1625-1629
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. 相似文献
7.
A. A. Krauze É. É. Liepin'sh Yu. É. Pelcher Z. A. Kalme I. V. Dipan G. Ya. Dubur 《Chemistry of Heterocyclic Compounds》1985,21(1):77-83
The condensation of ethyl arylidenacetoacetate with cyanothioacetamide and of arylidenecyanothioacetamides with ethyl acetoacetate or of arylidenecyanothioacetamides with ethyl -aminocrotonate gave 3-cyano-4-aryl-5-ethoxycarbonyl-6-methyl-3,4-dihydropyridine-2-thiones. PMR spectroscopy showed that the 3-cyano-4-aryl-3,4-dihydropyridine-2-thiones are formed as a mixture of cis and trans isomers.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 95–102, January, 1985. 相似文献
8.
L. A. Rodinovskaya Yu. A. Sharanin A. M. Shestopalov V. P. Litvinov 《Chemistry of Heterocyclic Compounds》1988,24(6):658-665
The condensation of cyanothio- and cyanoselenoacetamide with 3-aryl-3-oxo-1-piperidino-1-propene or sodium 3-aryl-3-oxo-1-propen-1-olate takes place regioselectively with the formation of the 6-aryl-3-cyano-2(1H)-pyridinethiones or the corresponding selenones. Thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridinium salts, and other annellated heterocycles were obtained from the 6-aryl-3-cyano-2(1H)-pyridinethiones.For Communication 28, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 805–812, June, 1988. 相似文献
9.
V. V. Shchepin P. S. Silaichev Yu. G. Stepanyan M. I. Vakhrin 《Russian Journal of General Chemistry》2006,76(6):939-941
Organozinc compounds obtained by treatment of dialkyl 2,2-dibromomalonates with metallic zinc reacted with N-substituted 3-aryl-2-cyanoprop-2-enoic acid amides to give alkyl 3-R-6-aryl-5-cyano-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1-carboxamides as a single stereoisomer. 相似文献
10.
3-Aryl-1-phenyl-2-propen-1-ones Ia-f and aroylphenylacetylenes Va-d reacted under reflux for 3 hours with cyanoacetamide in the presence of sodium ethoxide to give the corresponding 4-aryl-3-cyano-6-phenyl-2-(1H)pyridones VI. However, when ketones Ia-e were refluxed with cyanoacetamide for one hour in the presence of sodium ethoxide or piperidine, they gave the corresponding 4-aryl-3-cyano-3,4-dihydro-6-phenyl-2-(1H)pyridones IIIa-e, which upon heating with selenium gave the corresponding 2-pyridones VI. The structures of the products are based on chemical and spectroscopic evidence. 相似文献
11.
Reaction of 2-chloro-3-cyano-5,6,7,8-tetrahydroquinoline with arylamines gives 2-arylamino-3-cyano-5,6,7,8-tetrahydroquinolines, which on reaction with acetic anhydride or benzoyl chloride are converted into the N-acyl derivatives, and on further treatment with hydrogen chloride in anhydrous ethanol, into 2-substituted 1-aryl-6,7,8,9-tetrahydropyrimido[4,5-b]quinolin-4-ones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 85–87, January, 1988. 相似文献
12.
L. A. Rodinovskaya A. M. Shestopalov V. N. Nesterov 《Chemistry of Heterocyclic Compounds》1996,32(10):1182-1188
Condensation of thiocarbamoylacetamide with arylidenemalononitrile or the three-component condensation of thiocarbamoylacetamide with aldehydes and malononitrile in the presence of triethylamine occurred regioselectively to give triethylammonium-6-amino-4-aryl-3-carbamoyl-5-cyano-1,4-dihydropyridine-2-thiolates. Protonation of the latter occurred stereoselectively to give 3,4-trans-6-aryl-3-carbamoyl-5-cyano-1,2,3,4-tetrahydropyridin-2(1H)-thiones. The1H NMR spectrum and single x-ray crystallography indicate that the dihydropyridine ring has he sofa conformation with trans-pseudodiaxial orientation of the Ar and CONH2 groups and trans-pseudoequatorial orientation of atoms 3-H and 4-H.N. D. Zelinskii Organic Chemistry Institute, Russian Academy of Sciences, Moscow, 117913. A. N. Nesmeyanov Institute of Elementoorganic Chemistry, Russian Academy of Sciences, Moscow, 117813. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1376–1382, Octoberm 1996. Original article submitted June 10, 1996. 相似文献
13.
trans-4-Aryl-3-chloro-1-(2-chloroethyl)azetidin-2-ones, prepared through cyclocondensation of chloroketene and the appropriate imines in a diastereoselective way, were unexpectedly transformed into 3-aryl-2-(ethylamino)propan-1-ols using LiAlH(4) in THF under reflux. A stepwise analysis showed that the initially formed 1-(1-aryl-2-chloro-3-hydroxypropyl)aziridines were converted into trans-2-aryl-3-(hydroxymethyl)aziridines, most probably via N-spiro bis-aziridinium intermediates, which were subsequently prone to undergo ring opening by LiAlH(4) to afford 3-aryl-2-(ethylamino)propan-1-ols. 相似文献
14.
A. D. Dyachenko S. M. Desenko V. D. Dyachenko A. N. Chernega 《Chemistry of Heterocyclic Compounds》2004,40(8):1009-1016
The condensation of cyclohexylidenemalononitrile or cyclohexylidenecyanoacetic ester with thioamidoethyl(methyl)malonate in the presence of sodium ethylate gave 6-amino-3-carbethoxy-5-cyano-4-spirocyclohexane-1,2,3,4-tetrahydropyridine-2-thione and 3-carbethoxy(methoxy)-5-cyano-6-oxo-4-spirocyclohexanepiperidine-2-thiones which were used in the synthesis of the corresponding substituted 2-alkylthiotetrahydropyridines. 5-Carbethoxy-3-cyano-3-methyl-6-methylthio-4-spiro-cyclohexane-3,4-dihydropyridine-2(1H)-one was studied by X-ray crystallography. 相似文献
15.
Substituted 3-and 5-formylpyridin-2-ones in the synthesis of 1-aryl-1, 6-naphthyridinone derivatives
Medvedeva M. I. Tugusheva N. Z. Alekseeva L. M. Evstratova M. I. Kiselev S. S. Chernyshev V. V. Avramenko G. V. Granik V. G. 《Russian Chemical Bulletin》2009,58(11):2336-2346
New 1-aryl-6-[2-(dimethylamino)vinyl]4-oxo-1,4-dihydropyrimidine-5-carbonitriles and 4-arylamino-2-oxo-1,2-dihydropyridine-3-carbonitriles
containing electron-withdrawing substituents in the benzene ring were synthesized from enamino amides and dimethylformamide
dialkylacetals. The influence of various dimethylformamide acetals on the yield of 3-(4-chloro-anilino)-2-cyano-5-(dimethylamino)penta-2,4-dienoic
acid N-(dimethylamino)methyl-ideneamide was investigated in the reaction of these acetals with 3-(4-chloroanilino)-2-cyanocrotonamide.
New 4-arylamino-5-formyl-2-oxo-1,2-dihydropyridine-3-carbonitriles and 4-arylamino-2-oxo-1,2-dihydropyridine-3-carbaldehydes
containing electron-withdrawing substituents in the benzene ring were synthesized. The latter compounds were converted into
new substituted l,6-naphthyridinones by the action of various CH acids. A new approach to the synthesis of 4-(4-fluoroanilino)-5-formyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
using dimethylformamide diisopropylacetal under mild conditions was developed. The comparative reactivity of the formyl group
in the reactions of 4-arylamino-5-formyl-2-oxo-1,2-dihydropyridine-3-carbonitriles and in 4-arylamino-2-oxo-1,2-dihydropyridine-3-carb-aldehydes
with malononitrile was determined using HPLC. 相似文献
16.
N. F. Kirillov E. A. Nikiforova S. N. Shurov P. A. Slepukhin M. I. Vakhrin 《Russian Journal of General Chemistry》2012,82(7):1228-1232
Methyl 1-bromocyclohexanecarboxylate reacts with zinc and amides or methylamides of 3-aryl-2-cyanopropenoic acids to give 5-aryl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles or 5-aryl-2-methyl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles. 相似文献
17.
A variety of vinamidinium salts were condensated with cyanoacetamide in refluxing methanol that contained sodium methoxide to produce 5-aryl-3-cyano-2-pyridones in good yield.Simple experimental conditions were used to prepare ten different 5-aryl-3-cyano -2-pyridones,four of which are new compounds. 相似文献
18.
19.
K. S. Chunikhin L. A. Rodinovskaya A. M. Shestopalov 《Chemistry of Heterocyclic Compounds》2007,43(10):1247-1251
The Michael addition of cyanothioacetamide to nitrostyrenes was investigated. Previously unknown 2-amino-4-aryl-3-cyano-5-hydroxyimino-4,5-dihydrothiophenes
were obtained.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1472–1477, October, 2007. 相似文献
20.
Resorcinol and 5-methylresorcinol, respectively, react with 3-oxo-2-aryl-4,4,4-trifluorobutyronitrile using zinc chloride as a catalyst in dibutyl ether under the Hoesch reaction conditions to give a low yield of 3-aryl-7-hydoxy-4-trifluoromethyl- or 3-aryl-5-hydroxy-7-methyl-4-trifluoromethyl-2H-l-benzopyran-2-ones. However, the related reaction with m-methoxyphenol was found to produce poor yields of 3-aryl-7-methoxy-4-trifluoromethyl-2H-1-benzopyran-2-one and its 3,4-dihydro-4-hydroxy derivative. 相似文献