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1.
Ya. S. Kayukov P. M. Lukin O. E. Nasakin V. N. Khrustalev V. N. Nesterov M. Yu. Antipin A. N. Lyshchikov 《Chemistry of Heterocyclic Compounds》1997,33(4):452-456
When 2-aryl-5,6-tetramethylene-3,3,4-tricyano-2,3,4,5-tetrahydropyridine-4-carboxamides are subjected to the action of acids,
they are isomerized, forming either 2-aryl-5,6-tetramethylene-3,3,4-tricyano-1,2,3,4-tetrahydropyridine-4-carboxamides or
3-aryl-1,8-tetramethylene-6-oxo-2,7-diazobicyclo[3.2.1]octane-4,4,5-tricarbonitriles.
Chubash State University, Cheboksary 428015. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 528–532,
April, 1997. 相似文献
2.
A. N. Vasiliev Ya. S. Kayukov O. E. Nasakin A. N. Lyshchikov V. N. Nesterov O. V. Kayukova O. V. Poulkherovskaya 《Chemistry of Heterocyclic Compounds》2001,37(3):309-314
An unusual route has been found for the hydrolysis of 3-amino-1,1-dialkoxy-6,7-dialkyl-4-aryl-3a,4,5,7a-tetrahydro-1H-pyrrolo[3,4-c]pyridine-3a,7a-dicarbonitriles in acidic medium which leads to the formation of alkyl 5,6-dialkyl-2-amino-3-cyanopyridine-4-carboxylates. 相似文献
3.
Ya. S. Kayukov O. E. Nasakin Ya. G. Urman V. N. Khrustalev V. N. Nesterov M. Yu. Antipin A. N. Lyshchikov P. M. Lukin 《Chemistry of Heterocyclic Compounds》1997,33(3):310-317
Depending on the reaction conditions, 2-aryl-1,2,3,4-tetrahydropyridine-3,3,4,4-tetracarbonitriles react with alcohols, thiols and ketoximes to give 3-amino-4-aryl-1,1-di[R-oxy(thio)]-6,7-dialkyl-3a,4,5,7a-tetrahydro-1H-pyrrolo[3,4-c]pyridine-3a, 7a-dicarbonitrles or 2-aryl-5,6-dialkylpyridine-3,4-dicarbonitriles.Chuvash State University, Cheboksary 428015. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 367–375, March, 1997. 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.
以芳亚甲基丙二腈或2-氰基-3-芳基丙烯酸酯和4-羟基喹啉-2-酮为原料, 水为溶剂, 在TEBA(三乙基苄基氯化铵)催化下90 ℃, 合成了2-氨基-4-芳基-5,6-二氢化-4H-吡喃[3,2-c]喹啉-5-酮衍生物. 和其它方法相比, 该反应具有反应条件温和, 产率高(87%~96%)和环境友好等优点. 产物的结构通过熔点, IR, 1H NMR和元素分析表征. 化合物3m的结构通过X单晶衍射分析确证. 相似文献
6.
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
7.
Chebanov VA Muravyova EA Desenko SM Musatov VI Knyazeva IV Shishkina SV Shishkin OV Kappe CO 《Journal of combinatorial chemistry》2006,8(3):427-434
Multicomponent reactions (MCRs) and microwave-assisted organic synthesis (MAOS) have been used as key methods for the synthesis of fused dihydropyrimidine derivatives. The three-component condensation of 3-amino-5-alkylthio-1,2,4-triazoles with aromatic aldehydes and acetoacetamides under microwave irradiation was developed as a rapid and efficient solution-phase method for the high-yielding preparation of 7-aryl-2-alkylthio-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamide libraries. In addition, the selective reduction of the formed dihydrotriazolopyrimidines to trans-trans-2-alkylthio-7-aryl-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamides was established. The described synthetic protocols provide rapid access to novel and diversely substituted dihydroazolopyrimidine libraries. 相似文献
8.
L. E. Neiland 《Chemistry of Heterocyclic Compounds》1970,6(5):597-600
Condensation of 2-hydroxymethylnicotinic and 2-hydroxymethylquinoline-3-carboxylic acid lactones with aromatic aldehydes in the presence of sodium methoxide gives, respectively, 2-aryl-4-azaindan-1,3-diones and 2-aryl-4-aza-5,6-benzindan-1,3-diones. Alkylation of 2-aryl-4-azaindan-1,3-diones with diazomethane gives the N-methylbetaines. According to the IR spectra, in the solid state the 4-azaindan-1,3-diones seemto have a strongly polarized enol structure.Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 5, pp. 647–650, May, 1970. 相似文献
9.
Reactions of 5-aryl-3-arylmethylidenefuran-2-ones with malononitrile gave 6-amino-2,4-diaryl-4Hfuro[2,3-b]pyran-5-carbonitriles and 2-aryl-5-imino-5H,11bH-furo[3′,2′: 5,6]pyrano[3,4-c]chromen-6-amines as potentially biologically active substances. 相似文献
10.
V. V. Shchepin P. S. Silaichev Yu. G. Stepanyan M. M. Kalyuzhnyi N. Yu. Russkikh M. I. Kodess 《Russian Journal of Organic Chemistry》2006,42(7):973-980
Zinc enolates derived from 1-aryl-2,2-dibromoalkanones react with N-substituted 3-aryl-2-cyanoprop-2-enamides and 5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylic and 2-oxochromene-3-carboxylic acid derivatives to give, respectively, N-substituted 2-alkyl-3-aryl-2-aroyl-1-cyanocyclopropane-1-carboxamides, 6-(4-bromobenzoyl)-4,4,6-trimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester and morpholide, and 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropla[c]chromene-1a-carboxylic acids as a single geometric isomer. Treatment of 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxylic acids with carboxylic acid anhydrides leads to the formation of the corresponding 9c-alkyl-1-aryl-3,4-dioxo-9b,9c-dihydro-2,5-dioxacyclopenta[2,3]cyclopropa[1,2-a]naphthalen-1-yl carboxylates. 相似文献
11.
The reactions of 6-methoxybenzo[b]furan-3(2H)-one with 2-aryl-1,1-dicyanoethylenes and malononitrile or with aromatic aldehyde and two moles of malononitrile afford 2-amino-4-aryl-1,3-dicyano-7-methoxydibenzo[b,d]furans. The reactions of benzo[b]thiophen-3(2H)-one with 2-aryl-1,1-dicyanoethylenes or with aromatic aldehyde and one mole of malononitrile produce 2-amino-4-aryl-3-cyano-4H-benzothieno[3,2-b]pyrans. 相似文献
12.
Eremkin A. V. Ershov O. V. Lipin K. V. Kayukov Ya. S. Nasakin O. E. Tafeenko V. A. 《Russian Journal of Organic Chemistry》2009,45(10):1541-1545
5,5-Dialkyl-2-halo-6-hydroxy-5,6-dihydro-1H-pyridine-3,4,4-tricarbonitriles reacted with morpholine in aprotic solvent to give the corresponding 3,3-dialkyl-4,5-dicyano-6-halo-2-morpholino-1,2,3,4-tetrahydropyridine-4-carboxamides,
while analogous reaction in amphiprotic solvent resulted in the formation of 8,8-dialkyl-3-halo-6-oxo-2,7-diazabicyclo[3.2.1]oct-3-ene-4,5-dicarbonitriles. 相似文献
13.
G. Bignardi F. Fvangelisti P. Schenone A. Bargagna 《Journal of heterocyclic chemistry》1972,9(5):1071-1075
The reaction of dichloroketene with N,N-Disubstituted 2-aminomethylenecyclopentanones, cyclohexanones, cycloheptanones and cyclooctanones gave the 1,4-cycloadducts, namely N,N-Disubstituted 3,3-dichloro-4-amino-5,6-polymethylene-3,4-dihydro-α-pyrones. The structures of these products were determined by uv, ir and nmr spectral data, as well as by dehydrochlorination of the adduct, 3,3-dichloro-4-diphenylamino-5,6-tetramethylene-3,4-dihydro-α-pyrone, which led to 3-chloro-4-diphenylamino-5,6-tetramethylene-α-pyrone. The by-product of the cycloaddition reaction was the N,N-Disubstituted dichloroacetamide, the formation of which varies according to the substituents on the nitrogen atom. 相似文献
14.
A. Monge V. Martinez-Merino M. A. Simon C. Sanmartin 《Journal of heterocyclic chemistry》1992,29(6):1545-1549
This paper reports the synthesis of new pyrido[2,3-d]pyrimidin-4-one derivatives as diuretic agents. Starting with 1,2-dihydro-5-nitro-2-oxo-3-pyridinecarboxylic acid 1 , ethyl 2-ethoxy-5-nitro-3-pyridincarboxylate 4 was obtained. Compound 4 reacts with ammonia, methylamine or S-methylpseudothiourea to give the respective 2-amino-5-nitro-3-pyridinecarboxamide derivatives 5 and 6 or 2-methylthio-6-nitro-3H-pyrido[2,3-d]pyrimidin-4-one 8. Treating carboxamide 5 with arylaldehydes and zinc dichloride, new 2-aryl-1,2-dihydro-6-nitro-3H-pyrido[2,3-d]pyrimidin-4-ones 9 were synthetised. These compounds reduced with iron(II) hydroxide gave 6-amino-2-aryl-1,2-dihydro-3H-pyrido[2,3-d]pyrimidin-4-ones 10 as expected. 相似文献
15.
V. V. Shchepin N. F. Kirillov M. I. Vakhrin O. B. Bayanova S. N. Shurov P. S. Silaichev 《Russian Journal of General Chemistry》2006,76(7):1146-1149
Reformatsky reagent generated from methyl 1-bromocyclohexane-1-carboxylate reacted with N-aryl-2-oxochromene-3-carboxamides and N-aryl-6-bromo-2-oxochromene-3-carboxamides to give, depending on the conditions, the corresponding N-aryl-(6-bromo)-4-(1-methoxycarbonylcyclohexyl)-2-oxochroman-3-carboxamides or 3-aryl-(9-bromo)-1,1-pentamethylene-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-triones. The products were isolated as a single diastereoisomer. 相似文献
16.
V. N. Britsun A. N. Esipenko M. O. Lozinskii 《Chemistry of Heterocyclic Compounds》2005,41(6):782-786
The products of the reaction of 2-aryl-5-R-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones with aryl bromomethyl ketones are 2-aryl-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones and aryl methyl ketones or 2,5-diaryl[1,3]thiazolo[3,2-b][1,2,4]triazoles and 3-phenyl-2-propenoic acid, depending on the structure of R. The reaction of 2-aryl-5-R-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones with benzyl bromide yields 5-aryl-3-benzylthio-4H-1,2,4-triazoles and 3-aryl-2-propenoyl bromide.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 905–909, June, 2005. 相似文献
17.
T. V. Anis’kova V. V. Chadina A. Yu. Yegorova 《Chemistry of Heterocyclic Compounds》2009,45(12):1460-1463
Syntheses were developed for 4-aryl-6-ethoxy-2-R-furo[2,3-b]pyridine-5-carbonitriles and ethyl esters of 5-amino-4-aryl-7-methyl-2-R-1,9-dioxa-8-azacyclopenta[b]naphthalene-6-carboxylic
acids based on the reaction of 6-amino-4-aryl-2-R-4H-furo[2,3-b]pyran-5-carbonitriles with ethyl acetoacetate and nucleophilic
recyclization. The mechanisms of these reactions are considered. 相似文献
18.
Substituted 2-amino-4-aryl-3-cyano-5-oxo-5,6-dihydro-4H-pyrano[2,3-d]pyrido[3",2":4,5]thieno[3,2-b]pyridines were synthesized by the reactions of 4-hydroxy-1H-thieno[2,3-b;4,5-b]dipyridin-2-ones with arylidenemalononitriles or by the three-component reactions of hydroxythienodipyridinones with aldehydes and malononitrile in DMF in the presence of triethylamine. Methods for syntheses of substituted 3-alkoxycarbonyl-6-amino-4-aryl-2-(3-cyanopyridin-2-ylthiomethyl)-4H-pyrans were developed on the basis of the reactions of 4-(3-cyanopyridin-2-ylthio)acetoacetates and arylidenemalononitriles or aldehydes and malononitrile. Ethyl 4-(3-cyanopyridin-2-ylthio)acetoacetate and 4-methoxybenzylidenecyanothioacetamide were used for the synthesis of 6-(pyridin-2-ylthiomethyl)-3-cyanopyridine-2(1H)-thione. 相似文献
19.
Jignesh P. Raval Hemul V. Patel Pradip S. Patel Kishor R. Desai 《Journal of Saudi Chemical Society》2010,14(4):417-421
A facile synthesis of 3-[(4-chloro-3-methylphenoxy)methyl]-6-aryl-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 3a–n has been achieved by microwave promoted condensation of 3-mercapto-4-amino-5-[(4-chloro-3-methylphenoxy)methyl]-4H-1,2,4-triazole 1 with various aromatic aldehydes 2a–n in presence of catalytic amount of p-TsOH (para-toluenesulphonic acid). The structures of 3a–n are supported by IR and 1H and 13C NMR spectral data. 相似文献