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1.
Barbara Zaleska 《Monatshefte für Chemie / Chemical Monthly》1986,117(5):671-678
The base catalyzed isomerization of 2-(aroyl-methylene)-3-aryl-thiazolidine-4,5-dione derivatives1 leads to salts of 1-aryl-3-aroyl-4-hydroxy-pyrroline-2-thio-5-one and aliphatic amines2. It was found that2 undergo further transformation to 4-thioanilido-5-arylo-2,3-furanodione derivatives4. This series of reaction provides a convenient synthetic route to 2,3-furanodione derivatives4.
Polycarbonyl-Heterocyclen, 3. Mitt.: Synthese von 2,3-Furandion-Derivaten durch Ringtransformation von Thiazolidin-4,5-dion-Derivaten
Zusammenfassung Die basenkatalysierte Isomerisierung von 2-(Aroylmethylen)-3-aryl-thiazolidin-4,5-dionen1 führt zu Salzen von 1-Aryl-3-aroyl-4-hydroxy-pyrrolin-2-thio-5-on und aliphatischen Aminen2. Die letzteren gehen in 4-Thioanilido-5-arylo-2,3-furandion-Derivate4 über. Diese Reaktionsfolge stellte eine vorteilhafte synthetische Route zu 2,3-Furandionen dar.相似文献
2.
Summary. The reaction of 2-aminomethylene-2,3-dihydropyrrol-3(1H)-ones with ethyl bromoacetate, chloroacetonitrile, or dilute HCl gave rise to a series of methine dyes, namely 1-aryl-2-[3-hydroxy-1-aryl-4,5-diphenyl-1H-pyrrol-2-yl]methylene-4,5-diphenyl-2,3-dihydropyrrol-3(1H)-ones. 相似文献
3.
E. I. Klimova T. Klimova L. Ruiz Ramirez J. M. Mendez Stivalet S. Hernandez Ortega M. Martínez García 《Russian Chemical Bulletin》2004,53(4):834-841
The reactions of 2,3-diferrocenylcyclopropenone with ethyl- and benzylmagnesium chlorides afford 3,3-diethyl- and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes along with products of nucleophilic opening of the three-membered ring: ,-unsaturated and saturated ketones (cis-1,2-diferrocenylpent-1-en-3-one and cis-1,2-diferrocenyl-4-phenylbut-1-en-3-one, 4,5-diferrocenylheptan-3-one, and 3,4-diferrocenyl-1,5-diphenylpentan-2-one). The products of insertion of intermediate diferrocenyl(vinyl)carbene at one of the -bonds of the starting 2,3-diferrocenylcyclopropenone were also isolated: 4-(2-oxo-1-ferrocenylbutyl)- and 4-(2-oxo-3-phenyl-1-ferrocenylpropyl)-2,3,4-triferrocenylcyclobutenones. 3,3-Dibenzyl-1,2-diferrocenylcyclopropene and one of the diastereomers of 4,5-diferrocenylheptan-3-one were studied by X-ray diffraction analysis. 相似文献
4.
N. Yu. Gorobets V. V. Abakumov A. V. Borisov V. M. Nikitchenko 《Chemistry of Heterocyclic Compounds》2004,40(3):334-342
The reaction of 3-(benzimidazol-2-yl)-2-iminocoumarins with aromatic aldehydes has been studied. The condensation products 7-aryl-7H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidines or 3-(benzimidazol-2-yl)coumarins are formed depending on the nature of the substituent in the starting 2-iminocoumarin and aldehyde. In DMF medium, 7-aryl-7H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidines isomerize to the corresponding 7-aryl-14H-benzo[4,5]imidazo[1,2-c]benzopyrano[3,2-e]pyrimidines. The effect of the substituent on the isomerization process has been studied and the reaction mechanisms are discussed. 相似文献
5.
P. S. Silaichev M. V. Dmitriev Z. G. Aliev A. N. Maslivets 《Russian Journal of Organic Chemistry》2010,46(2):255-259
Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with aromatic amines involve a pyrroledione-pyrroledione recyclization to form isopropyl 1-aryl-2-hydroxy-4,5-dioxo-3-[phenyl(arylamino)methylene]pyrrolidine-2-carboxylates.
The crystal and molecular structure of (Z)-isopropyl 2-hydroxy-4,5-dioxo-1-phenyl-3-[phenyl(phenylamino)methylene]pyrrolidine-2-carboxylate was proved by XRD analysis. 相似文献
6.
A reaction of 3-aryl-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ones with 1,2-diaminoethane in boiling dioxane leads to 2-aryl-4,5-dihydro-1H-imidazoles and 1-(3,4,5-trimethoxy-phenyl)ethanone. 相似文献
7.
The reaction of arylazides with 1,2-diaminoethylenes ( 1a-b ) or α,β-diaminostyrenes ( 1c-f ) gave N-(1,2-diaminoethylideneanilines ( 2a-e ) and N-(1,2-diamino-2-phenylethylidene)anilines ( 2g-i ), respectively. These amidine derivatives are formed through the rearrangement of unstable 1-aryl-4,5-diamino-v-triazolines. The regiospecificity of the cycloaddition reaction has been elucidated on the basis of the products obtained. 相似文献
8.
P. S. Silaichev N. V. Kudrevatykh Z. G. Aliev A. N. Maslivets 《Russian Journal of Organic Chemistry》2010,46(10):1546-1549
1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones reacted with benzyl- and phenylhydrazines to give N-aryl-2-(5-aryl-3-aroyl-1-benzyl(phenyl)-1H-pyrazol-4-yl)-2-oxoacetamides whose structure was proved by X-ray analysis. 相似文献
9.
E. Suloeva M. Yure E. Gudriniece M. Petrova A. Gutcaits 《Chemistry of Heterocyclic Compounds》2001,37(7):872-875
A series of 2-hydroxy-, 2-chloro-, and 2-(2-hydroxyethylamino)-6-aryl-4-polyfluoroalkyl-3-cyanopyridines has been synthesized. The latter react with phosphorus oxychloride to give fluorine containing 2,3-dihydroimidazo[1,2-a]pyridines. 相似文献
10.
E. S. Denislamova N. V. Bubnov Z. G. Aliev A. N. Maslivets 《Russian Journal of Organic Chemistry》2011,47(9):1362-1365
Methyl 1-aryl-3-aroyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with 3-methyl-4-phenyl-1H-pyrazol-5-amine to give methyl 7-arylcarbamoyl-6-aroyl-2-methyl-3-phenylpyrazolo[1,5-a]-pyrimidine-5-carboxylates. The molecular and crystalline structures of methyl 6-benzoyl-7-(4-chlorophenylcarbamoyl)-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidine-5-carboxylate were studied by X-ray analysis. 相似文献
11.
Jan Slouka 《Monatshefte für Chemie / Chemical Monthly》1969,100(1):91-94
Zusammenfassung Durch Kupplung von Diazoniumsalzen mit 2-Cyanmethylbenzimidazol wurden einige 2-Arylhydrazonocyanmethylbenzimidazole (1) hergestellt, durch deren Cyclisierung (Einwirkung von Chlorameisensäureäthylester in trockenem Pyridin) Nitrile der 1-Oxo-2-aryl-1,2-dihydro-(as-triazino) [4,5-a] benzimidazol-4-carbonsäuren (2) gewonnen wurden. Dieselben Verbindungen wurden auch aus 1-Carbäthoxy-2-cyanmethylbenzimidazol nach einer kürzlich1 beschriebenen Methode gewonnen.
Cyclization reactions of hydrazones, II: New synthesis of 1-oxo-2-aryl-1,2-dihydro (as-triazino) [4,5-a]benzimidazole-4-carbonitriles
2-Arylhydrazonocyanomethylbenzimidazoles (1), obtained from diazonium salts and 2-cyanomethylbenzimidazole, cyclize by treatment with ethyl chloroformate in dry pyridine solution to give the corresponding 1-oxo-2-aryl-1,2-dihydro-(as-triazino)-[4,5-a]benzimidazole-4-carbonitriles (2). The same compounds were prepared from 1-carbethoxy-2-cyanomethylbenzimidazole according to the method recently described1 too.相似文献
12.
Z. G. Aliev N. Yu. Lisovenko L. O. Atovmyan A. N. Maslivetz 《Journal of Structural Chemistry》2004,45(3):527-531
The interaction of 5-aryl-4-quinoxaline-2,3-dihydro-2,3-furandiones with mesitylamine and methyl(phenyl) hydrazine results in the formation of 1-substituted 5-aryl-4-quinoxalinyl-2,3-dihydro-2,3-pyrrolediones. The crystal and molecular structure of the 1-mesityl-5-phenyl derivative was investigated by X-ray diffraction.Original Russian Text Copyright © 2004 by Z. G. Aliev, N. Yu. Lisovenko, L. O. Atovmyan, and A. N. MaslivetzTranslated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 3, pp. 553–557, May–June 2004. 相似文献
13.
Z. G. Aliev A. N. Maslivets O. L. Simonchik T. G. Konyukhova Yu. S. Andreichikov L. O. Atovmyan 《Russian Chemical Bulletin》1995,44(8):1496-1498
1-Unsubstituted 4,5-diphenyl-2,3-dihydro-2,3-pyrroledione interacts with ethoxycarbonyl-methylenetriphenylphosphorane regioselectively to give 4,5-diphenyl-Z-2-ethoxycarbonyl-methylene-2,3-dihydro-3-pyrrolone. The crystal and molecular structure of the latter was studied by X-ray analysis.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1556–1558, August, 1995. 相似文献
14.
N. N. Kolos T. V. Berezkina V. D. Orlov Yu. N. Surov I. V. Ivanova 《Chemistry of Heterocyclic Compounds》2002,38(12):1491-1496
3-Benzoyl-2,3-dibromopropionic acid reacts with 4-substituted o-phenylenediamines to give 3-aryl-2-carboxymethylene-1,2-dihydroquinoxalines. 相似文献
15.
M. V. Dmitriev P. S. Silaichev A. N. Maslivets 《Russian Journal of Organic Chemistry》2011,47(1):92-94
Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with alkylamines involve pyrroledione-pyrroledione recyclization with formation of isopropyl 1-aryl-2-hydroxy-4,5-dioxo-3-[phenyl(alkylamino)methylidene]pyrrolidine-2-carboxylates. 相似文献
16.
We have established that when 5-chloro-6-[cyano(2,3-dihydro-1-R-benzo[d]azol-2-yl)methyl]-2,3-pyrazinedicarbonitriles are reacted with nucleophilic reagents (aliphatic and aromatic amines, hydrogen sulfide), annelation of the five-membered ring occurs on the [b] face of the pyrazine with formation of 6-amino-7-hetaryl-5-R-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles and 6-amino-7-(1H-benzo[d]imidazol-2-yl)thieno[2,3-b]pyrazine-2,3-dicarbonitrile respectively. Further heating with excess of acylating reagent leads to formation of a novel heterocyclic system 1H-benzo[4,5]imidazo[1,2-c]pyrazino[2',3':4,5]pyrrolo[3,2-e]pyrimidine. Reaction of vicinal dinitriles with hydrazine hydrate leads to the novel system 1H-pyrrolo[2',3':5,6]pyrazino[2,3-d]pyridazine. 相似文献
17.
M. V. Dmitriev P. S. Silaichev K. V. Lesnikova M. A. Zheleznova M. A. Ezhikova M. I. Kodess A. N. Maslivets 《Russian Journal of Organic Chemistry》2018,54(9):1358-1362
Dimethyl 1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylates reacted with 3-arylamino-1H-inden-1-ones to give the corresponding methyl 1-aryl-3-[2-(arylamino)-2-oxoacetyl]-2,5-dioxo-2,5-dihydro-1H-indeno[1,2-b]pyridine-4-carboxylates. 相似文献
18.
Methyl o-hydroxybenzoylpyruvate heated with N,N-dimethylethylenediamine and aromatic aldehydes affords in a high yield 5-aryl-3-hydroxy-4-(2-hydroxyphenyl)-1-[2-(dimethylamino)ethyl]-1,5-dihydro-2H-pyrrol-2-ones, which easily split off water at boiling in acetic acid and are converted into 1-aryl-2-[(2-dimethylamino)ethyl]-1,2-dihydrochromeno[2,3-c]pyrrol-3,9-diones. The developed route of synthesis provides a wide range of derivatives of 1-aryl-2-[ω-(dialkylamino)alkyl]-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones. 相似文献
19.
C. P. Hadjiantoniou-Maroulis A. Ph. Charalambopoulos A. J. Maroulis 《Journal of heterocyclic chemistry》1998,35(4):891-894
The pyrolysis of 1-aroylamino-4,5-diphenyl-1,2,3-triazoles 1 yields, pressumably via the 4,5-diphenyl-1,2,3-triazolyl radical ( 2a ), 2,3-diphenyl-2H-azirine ( 11a ) and 2-aryl-4,5-diphenylimidazoles 14 as the major products. Upon irradiation 1-benzoylamino-4,5-diphenyl-1,2,3-triazole ( 1a ) gives 4,5-diphenyl-1 (2)H-1,2,3-triazole ( 4a ) via the 1,2,3-triazolyl radical 2a , together with benzamide ( 5a ) and 1,2-bisbenzoylhydrazine ( 6a ). Products 5a and 6a result from the benzoylamino radical 3a by hydrogen atom abstraction and dimerization respectively. 相似文献
20.
Lucia De Crescentini Gianfranco Favi Giacomo Mari Gianluca Ciancaleoni Marcello Costamagna Stefania Santeusanio Fabio Mantellini 《Molecules (Basel, Switzerland)》2021,26(21)
Here we report the synthesis of interesting 3-alkyl-4-hydroxy-1-aryl-4-(propa-1,2-dienyl)1H-pyrazol-5(4H)-ones and 9-alkyl-7-aryl-1-oxa-7,8-diazaspiro[4.4]nona-3,8-dien-6-ones, starting from 1,2-diaza-1,3-dienes (DDs) and propargyl alcohol. The reaction proceeds through a sequence Michael-type nucleophilic attack/cyclization/[2,3]-Wittig rearrangement. In the same way, the reaction between the aforementioned DDs and allyl alcohol furnished 4-allyl-4-hydroxy-3-alkyl-1-aryl-1H-pyrazol-5(4H)-ones. A DFT study was also carried out, in order to have decisive clarifications about the mechanism. 相似文献