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1.
The reaction of 3-benzylidene-2-ethoxyindolenine tetrafluoroborate with thiourea gives a mixture of 4-phenylpyrimido[4,5-b]indole-2(1H)-thione, its 3,4-dihydro derivative, and the corresponding disulfide, the product ratio depending on the reaction conditions.
A number of transformations of the resulting compounds, in particular, those giving 2-alkylthio pyrimidoindole derivatives
are described.
Dedicated to the memory of Academician V. A. Koptyug on the occasion of the 75th anniversary of his birth.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1032–1037, June, 2006. 相似文献
2.
L. G. Voskressensky S. V. Akbulatov T. N. Borisova A. V. Kleimenov A. V. Varlamov 《Russian Chemical Bulletin》2007,56(11):2323-2329
A reaction of substituted hexahydroazepino[4,3-b]-and-[3,4-b]indoles with activated alkynes was studied. A one-step method for the synthesis of isomeric hexahydroazonino[5,6-b]indoles different by positions of the double bond in the azonine ring was developed.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2244–2250, November, 2007. 相似文献
3.
Lantsetti N. A. Ryabova S. Yu. Alekseeva L. M. Shashkov A. S. Granik V. G. 《Russian Chemical Bulletin》2002,51(3):506-512
1-Aryl-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole N-oxides were synthesized based on 3-(N"-aryl-N"-chloroacetyl)amino-2-formylindoles. Deoxidation of 2-oxo-1-phenyl-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole N-oxide afforded 1,2,3,6-tetrahydro- and 1,2,3,4,5,6-hexahydro[1,4]diazepino[6,5-b]indole derivatives. A new approach to the synthesis of pyrido[3,2-b]indole and pyrimido[5,4-b]indole derivatives was developed. 相似文献
4.
V. P. Borovik M. M. Shakirov O. P. Shkurko N. N. Vorozhtsov 《Chemistry of Heterocyclic Compounds》2003,39(10):1348-1354
Based on analysis of 1H and 13C NMR spectra of 9H-pyrimido[4,5-b]indole and its 4-phenyl-2-substituted derivatives, we have made assignments for the signals from the 1H and 13C atoms of these compounds. 相似文献
5.
V. P. Borovik I. Yu. Bagryanskaya Yu. V. Gatilov O. P. Shkurko 《Journal of Structural Chemistry》2003,44(4):650-654
The crystal structures of 2-amino-4-phenyl-9H-pyrimido[4,5-b]indole and its nitrate were determined by XRD analysis. 13C NMR, XRD, and quantum-chemical data indicate that the acid proton is predominantly localized at the N(3) atom of the pyrimidine ring in both isolated nitrate molecules and in molecules in crystal and solution. 相似文献
6.
S. V. Volkov A. N. Levov A. T. Soldatenkov N. M. Kolyadina O. E. Volkova V. N. Khrustalev 《Chemistry of Heterocyclic Compounds》2007,43(9):1181-1188
The 4-nitro derivatives and an oxidation by-product, 9-hydroxy-2-methyl-3-oxo-9-phenyl-2,3-dihydro-9H-indeno[2,1-c]pyridine
were obtained by the nitration of N-alkyl-9-phenyl-2,3-dihydro-1H-indeno-[2,1-c]pyridines with sodium nitrite in acetic acid.
Their molecular structures were studied by X-ray structural analysis. The product of [2+3] cycloaddition, 5-methyl-3,7-diphenyl-3a,
4,5,6-tetrahydroindeno[2,1-c]isoxazolo[5,4-d]pyridine, was obtained by the interaction of 2-chloro-1-hydroxy-2-phenylazomethine
with 2-methyl-9-phenyl-2,3-dihydro-1H-indeno[2,1-c]pyridine.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1390–1399, September, 2007. 相似文献
7.
V. K. Vasilin . A. Kaigorodova S. I. Firgang G. D. Krapivin 《Chemistry of Heterocyclic Compounds》2004,40(3):377-386
We synthesized derivatives of a novel heterocyclic system, isoxazolo[3',4':4,5]thieno[2,3-b]pyridine by sequential conversions in three steps: isomerization of 2-(2-R-ethylthio-2-oxo)-3-pyridyl cyanides obtained by alkylation from substituted 3-cyano-2(1H)-pyridinethiones by -halomethyl ketones in alkaline medium, to form 3-aminothieno[2,3-b]pyridines; diazotization of the amino group followed by nucleophilic substitution of the diazonium group by an azido group, bypassing the step of isolating the diazonium salts; and thermolysis of the azides formed. 相似文献
8.
R. R. Gataullin T. V. Kazhanova F. F. Minnigulov A. A. Fatykhov L. V. Spirikhin I. B. Abdrakhmanov 《Russian Chemical Bulletin》2000,49(10):1767-1770
When reacting with I2, 2-(cyclopent-2-enyl)anilines undergo cyclization into 3-iodo-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indoles in high yields. The minor reaction products were 3,5- or 3,7-diiodoindolines. Ammonolysis of 3-iodo-5-methyl-1,2,3,3a,4,8b-hexahydro-cyclopenta[b]indole or itsN-chloroacetyl derivative results in 3-amino-5-methyl-1,2,3,3a,48b-hexahydro- and 5-methyl-1,3a,4,8b-tetrahydrocyclopenta[b]indoles.
Published inIzvestiya Akademii Nauk. Seriya Khimischeskaya, No. 10, pp. 1789–1793, October, 2000. 相似文献
9.
L. Bukowski 《Chemistry of Heterocyclic Compounds》2002,38(7):828-835
New imidazo[4,5-b]pyridine derivatives with various substituents in the 2-position (,-unsaturated ketones, imines, 2-pyrazolines, pyrimidines, 1,2,3,4-tetrahydropyrimidines) and derivatives of the new pyrido[3',2':4,5]imidazo[1,2-d][1,2,4]triazine ring system were synthesized. Biological data for selected compounds are presented. 相似文献
10.
4,6-Dimethyl-2H-thieno[2,3-b]pyridin-3-one reacts with 2-aryl-1,1-dicyanoethylenes or an aromatic aldehyde/ketone (cyclohexanone and piperidone derivatives) and malononitrile to give substituted 2-amino-3-cyano-7,9-dimethyl-4H-pyrano[2",3":4,5]thieno[2,3-b]pyridines. 相似文献
11.
E. S. Komarova V. A. Makarov L. M. Alekseeva G. V. Avramenko V. G. Granik 《Russian Chemical Bulletin》2006,55(4):735-740
1-[4-Aminoarylpyrazolo[3,4-b]pyridin-5-yl]pyridinium chlorides undergo cyclization under reflux in tert-butanol in the presence of an excess of potassium tert-butoxide to form tetracyclic derivatives of pyrazolo[3,4-b]pyrido[1′,2′:1,2]imidazo[4,5-d]pyridine. The reaction scheme of the processes is proposed. The structures of the reaction products were confirmed by physicochemical
methods.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 710–714, April, 2006. 相似文献
12.
Bobrov A. V. Averkiev B. B. Zlotin S. G. Antipin M. Yu. 《Russian Chemical Bulletin》2001,50(7):1287-1290
The reaction of 3,7-dichlorobisisothiazolo[4,5-b:4",5"-e]pyrazine with MeONa in MeOH afforded 3-chloro-5,6-dimethoxyisothiazolo[4,5-b]pyrazine. The reactions of the former with benzylamine, morpholine, and aniline gave rise to the corresponding N,N"-bis(5-amino-3-chloroisothiazol-4-yl)diazenes. In the case of benzylamine, 3,7-bis(benzylamino)bisisothiazolo[4,5-b:4",5"-e]pyrazine was isolated as a by-product. The crystal structure of N,N"-bis(5-benzylamino-3-chloroisothiazol-4-yl)diazene was established by X-ray diffraction analysis. 相似文献
13.
L. M. Mironovich M. A. Ivanov E. P. Koval'chuk 《Chemistry of Heterocyclic Compounds》2001,37(9):1150-1152
8-tert-Butyl-9-oxo-1,2,4-triazolo[4,5-b]-1,2,4-triazolo[3,4-c]-1,2,4-triazine has been synthesized by the interaction of 6-tert-butyl-3-hydrazino-1,2,4-triazolo[3,4-c]-1,2,4-triazin-5-one with formic acid. The conditions of carrying out the reaction are discussed. Spectral characteristics are given. 相似文献
14.
We have developed a method for obtaining 2-substituted 3-amino-6,6-dimethyl-5,6-dihydro-8H-pyrano[4′,3′:4,5]-and 5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-ones,
converted by deamination to the corresponding dihydropyranothieno-3H-pyrimidinones.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 441–444, March, 2006. 相似文献
15.
E. Yu. Kambulov V. K. Vasilin E. A. Kaigorodova L. D. Konyushkin G. D. Krapivin 《Chemistry of Heterocyclic Compounds》2003,39(2):255-266
Derivatives of a new heterocyclic system - benz[4,5]imidazo[1,2-c]pyrido[3',2';4,5]thieno[2,3-e]pyrimidine have been obtained by successive reactions in three stages - alkylation of 3-cyanopyridine-2(1H)-thiones with 2-chloromethylbenzylimidazole to give 2-benzimidazolylmethylthio-3-cyanopyridines, closing the thiophene ring in the latter to form 3-amino-2-(benzimidazolyl-2)thieno[2,3-b]pyridines, and cyclization of the pyrimidine ring by acylation with carboxylic acid anhydrides or chlorides. 相似文献
16.
17.
A one-step procedure was developed for the synthesis of 5-acetyl-2-amino-4-aryl-3-cyano-4H-pyrano[3,2-b]indoles involving the three-component reaction of 1-acetylindol-3(2H)-one with aromatic aldehydes and malononitrile in ethanol in the presence of triethylamine as the catalyst. The structure of 5-acetyl-2-amino-4-(4"-chloro-3"-nitrophenyl)-3-cyano-4H-pyrano[3,2-b]indole was established by X-ray diffraction analysis. 相似文献
18.
A. Krutosikova L. Krystofova-Labudova M. Dandarova 《Chemistry of Heterocyclic Compounds》2001,37(12):1511-1517
Methyl 4-oxiranylmethyl-4H-furo[3,2-b]pyrrole-5-carboxylates 2a-c and methyl 1-oxiranylmethyl-1H-benzo[4,5]furo[3,2-b]pyrrole-2-carboxylate (2d) were prepared by reaction of the appropriate starting compounds 1a-d with excess chloromethyloxirane. The compounds 2a-d undergo oxirane ring opening by heterocyclic amines (morpholine, pyrrolidine, piperidine or 4-methylpiperazine) giving N-2-hydroxy-3-heteroaminopropyl-substituted compounds 3a-f or substituted 4,5-dihydrofuro[2',3':4,5]pyrrolo[2,1-c][1,4]oxazin-8-ones 4a-e. 相似文献
19.
20.
Zavarzin I. V. Smirnova N. G. Yarovenko V. N. Krayushkin M. M. 《Russian Chemical Bulletin》2004,53(6):1353-1354
A method for the synthesis of 5-aminothiazolo[4,5-b]pyridine-2-carboxamides was proposed. The method involves oxidation of monothiooxamides derived from 2,6-diaminopyridine. 相似文献