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1.
K. Bogdanowicz-Szwed M. Krasodomska 《Monatshefte für Chemie / Chemical Monthly》1996,127(12):1273-1281
Summary Reaction of 1,3-diaza-1,3-butadienes (1a–c) with various ketenes and chloroketenes results in the formation of substituted 4-oxo-pyrimido[2,1-b]benzothiazoles (4a–d) and 1,3,4-thiadiazolo[3,2-a]pyrimido-4-ones (4e,f). Reaction of 1,3-diaza-1,3-butadienes1d,e with ketenes and chloroketenes leads to the 2-morpholine-substituted compounds7 and15, respectively. All reactions proceedvia formation of [4+2] cycloadducts that eliminate methylthiol, methylsulfenyl chloride, or morpholine.
Hetero-Diels-Alder-Reaktion einiger 1,3-Diaza-1,3-butadiene mit Ketenen. Synthese funktionalisierter Pyrimido[1,2-b]benzothiazole und 1,3,4-Thiadiazolo[3,2-a]pyrimidine
Zusammenfassung Die Reaktion der 1,3-Diaza-1,3-butadiene1a–c mit verschiedenen Ketenen und Chlorketenen führt zu substituierten 4-Oxo-pyrimido[2,1-b]benzothiazolen (4a–d) und 1,3,4-Thiadiazolo[3,2-a]pyrimido-4-onen(4e,f). Die 1,3-Diaza-1,3-butadiene1d,e ergeben mit Ketenen und Chlorketenen die 2-Morpholin-substituierten Verbindungen7 und15. Alle Reaktionen verlaufen über [4+2]-Cycloaddukte, die Methylthiol, Methylsulfenylchlorid oder Morpholin eliminieren.相似文献
2.
N. O. Saldabol J. Popelis V. A. Slavinskaya 《Chemistry of Heterocyclic Compounds》2001,37(8):1021-1024
Vilsmeier formylation of 2-(2-furyl)-substituted imidazo[1,2-a]pyridine and imidazo[1,2-a]pyrimidine, and also 6-(2-furyl)imidazo[2,1-b]thiazole with 1 mole of reagent occurs at the free position of the imidazole ring, while with an excess of the reagent it also occurs at the position 5 of the furyl group. 相似文献
3.
V. Amankaviciene S. Krikstolaityte A. Sackus 《Chemistry of Heterocyclic Compounds》2002,38(6):686-691
Treatment of 1,2,3,9a-tetrahydro-9H-imidazo- and 1,2,3,4,10,10a-hexahydropyrimido[1,2-a]indol-2-one derivatives with formic acid gave 1-carbamoylalkyl-2,3,3-trimethyl-2,3-dihydro-1H-indoles. 9-Carbamoylmethyl- and 9-(2-carbamoylethyl)-4a-methyl-2,3,4,4a,9,9a-hexahydro-1H-carbazoles were prepared from 5,6,7,7a-tetrahydro-1H,4H-imidazo- and 1,2,6,7,8,8a-hexahydro-5H-pyrimido[2,1-k]carbazolones in a similar manner. Synthesis of 2-(2-carbamoylpropyl)-2,3,3-trimethyl-2,3-dihydro-1H-indole was carried out by reduction of 1,3-dihydrospiro[2H-indolo-2,2'-piperidine] derivative with Zn in acetic acid solution. 相似文献
4.
V. N. Britsun A. N. Esipenko M. O. Lozinskii 《Chemistry of Heterocyclic Compounds》2006,42(3):396-402
We have studied the reaction of 2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-one and 2-aryl-2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-ones
with amines, alkylating reagents, and hydrogen peroxide. We have shown that the presence of an aryl substituent at the 2 position
of [1,3-thiazino[3,2-a]benzimidazol-4-ones has a substantial effect on the direction of the reactions.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 445–452, March, 2006. 相似文献
5.
A. A. Bogolyubov N. B. Chernysheva V. V. Semenov 《Chemistry of Heterocyclic Compounds》2004,40(9):1124-1130
4-(Bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one was obtained on the basis of the readily obtainable 4-methylene-5,5-dimethyl-1,3-dioxolan-2-one. It forms 2-imidazo[1,2-a]pyridin-2-yl-2-propanol with 2-aminopyridine, 11a-hydroxy-1,1-dimethyl-3-oxo-1,5,11,11a-tetrahydro[1,3]oxazolo[3,4-a]pyrido[1,2-d]-10-pyrazinium bromide with 2-(aminomethyl)pyridine, and the corresponding derivative of 4-hydroxyoxazolidin-2-one with 2-(3,4-dimethoxyphenyl)ethylamine. The last product was converted by intramolecular amidoalkylation without isolation into 10b-(bromomethyl)-8,9-dimethoxy-1,1-dimethyl-1,5,6,10b-tetrahydro[1,3]oxazolo[3,4-a]isoquinolin-3-one. 相似文献
6.
J. Suloeva M. Jure E. Gudriniece M. Petrova A. Kemme 《Chemistry of Heterocyclic Compounds》2002,38(6):714-729
The alkylation, acylation, halogenation, nitration, oxidation, and hydrolysis reactions of 8-cyano-5-phenyl-7-trifluoromethyl-2,3-dihydroimidazo[1,2-a]pyridine have been studied. It was found that the 6-halo derivatives add alcohol to give covalent solvates. X-ray analysis has been carried out on one of the solvates (6-chloro-8-cyano-7-ethoxy-5-phenyl-7-trifluoromethyl-1,2,3,7-tetrahydroimidazo[1,2-a]pyridine) as well as on 8-cyano-5-phenyl-7-trifluoromethyl-2,3-dihydroimidazo[1,2-a]pyridine trifluoroacetate. 相似文献
7.
Z. G. Aliev L. O. Atovmyan S. S. Kataev V. V. Zalesov 《Chemistry of Heterocyclic Compounds》2007,43(3):377-381
Reactions between 2-pyridylamides of Z-4-aryl-2-hydroxy-4-oxobut-2-enoic acids with diazomethane have been used to synthesize
3-(2-aryl-2-oxoethyl)-3-methoxy-2-oxo-2,3-dihydroimidazo[1,2-a]pyridines, which form hydrochlorides with hydrochloric acid.
The structure of the latter has been demonstrated by XRD for the hydrochloride of 3-methoxy-2-oxo-3-(2-phenyl-2-oxoethyl)-2,3-dihydroimidazo[1,2-a]pyridine.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 464–468, 2007. 相似文献
8.
V. A. Mamedov E. A. Khafizova E. A. Berdnikov Ya. A. Levin I. Kh. Rizvanov I. Bauer W. D. Habicher 《Russian Chemical Bulletin》2006,55(9):1670-1676
Reactions of methyl chloro(phenyl)pyruvate with 1,3-bis(phenylthioureido)benzene easily afforded 1,3-bis(4-hydroxy-4-methoxycarbonyl-3,5-diphenylthiazolidin-2-ylideneamino)benzene.
Reactions of the latter with 1,2-phenylenediamines gave various derivatives of thiazolo[3,4-a]quinoxalines, including their bisanalogs.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1611–1617, September, 2006. 相似文献
9.
N. Saldabol J. Popelis O. Lando V. Slavinska 《Chemistry of Heterocyclic Compounds》2006,42(4):495-499
The synthesis of 2-(2-furyl)imidazo[1,2-a]pyrimidine has been carried out. Azocoupling, nitrosation, and bromination by 1
mole of bromine occur at position 3 of the bicycle. Reaction with 2 mol of bromine gives the 3,5‰-disubstituted derivative.
Bromination using 1 mol of bromine in 40% hydrobromic acid and sulfonation occur initially at the 5‰ position of the furyl
group.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 565–570, April, 2006. 相似文献
10.
Yu. M. Volovenko V. V. Ivanov A. O. Pushechnikov 《Chemistry of Heterocyclic Compounds》2002,38(2):213-218
Bromination of 1-oxo(imino, amino)benzo[4,5]imidazo[1,2-a]pyridines gave the corresponding 2-bromo derivatives. Acylation using the Vilsmeier complex in acetic anhydride gave the N-formyl and N-acetyl derivatives. The reaction of the amine with the Vilsmeier complex, acetyl acetone, ethyl acetoacetate, and 2,5-dimethoxytetrahydrofuran occurs at the amino group. 相似文献
11.
The reaction of 2-mercaptobenzimidazole, 5-ethoxy-2-mercaptobenzimidazole, and 2-mercaptoimidazoline with cinnamoyl chloride, its derivatives, and heteroanalogs was studied. Convenient methods were found for the synthesis of 2-aryl-2,3-dihydro-4H-[1,3]thiazino[3,2-a]benzimidazol-4-ones and 7-aryl-2,3,6,7-tetrahydro-5H-imidazo[2,1-b]-1,3-thiazin-5-ones. 相似文献
12.
N. T. Pokhodylo V. S. Matiychuk N. B. Obushak 《Chemistry of Heterocyclic Compounds》2009,45(4):483-488
The cyclization of aryl azides with 2-benzothiazolylacetone, 1,3-benzothiazol-2-ylacetonitrile, and (4-aryl-1,3-thiazol-2-yl)acetonitriles
in methanol in the presence of sodium methylate gives high yields of new products, 2-(5-methyl(amino)-1-aryl-1H-1,2,3-triazol-4-yl)-1,3-benzothiazoles
and 1-aryl-(4-aryl-1,3-thiazol-2-yl)-1H-1,2,3-triazole-5-amines. 1,3-Benzothiazol-2-ylacetonitrile undergoes an anionic domino
reaction with methyl 2-azidobenzoate or 2-azidobenzonitrile to give [1,2,3]triazolo[1,5-a]quinazoline derivatives.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 612–618, April, 2009. 相似文献
13.
A. I. Zbruyev F. G. Yaremenko V. A. Chebanov S. M. Desenko O. V. Shishkin E. V. Lukinova I. V. Knyazeva 《Russian Chemical Bulletin》2006,55(2):362-368
New derivatives of photochromic 2-aryl-1-(4-nitrophenyl)-1,1a-dihydroazireno[1,2-a]quinoxalines were synthesized by condensation of 4-methyl-and 4,5-dimethyl-1,2-phenylenediamine with 1,3-diaryl-2,3-dibromopropan-1-ones.
The reactions of 4-methyl-1,2-phenylenediamine produce mixtures of regioisomers. The chemical properties of the reaction products
were studied. The structure of one of the latter was established by X-ray diffraction.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 350–356, February, 2006. 相似文献
14.
Reactions of two isomers—2-chloro-1-(oxiran-2-ylmethyl)-1H-indole-3-carbaldehyde or 2-(chloromethyl)-2,3-dihydro[1,3]oxazolo[3,2-a]indole-9-carbaldehyde with aromatic amines lead to the same products in both cases—hydrochlorides of pyrimido[1,2-a]indole derivatives containing two fragments of an amine per one part of the indole nucleus. Its structure was confirmed by X-ray analysis of the crystals base, obtained by alkali treatment of the reaction product (when aryl is 4-MeOC6H4). 相似文献
15.
2-Methoxy-4-(12-oxo-12H-benzo[f]indeno[1,2-b]quinolin-13-yl)phenyl esters of carboxylic acids were synthesized by the three
component condensation of indan-1,3-dione, 2-naphthylamine, and O-acylvanillin. 2-Arylidenindan-1,3-diones formed during the
reaction were isolated.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, 1408–1413, September, 2006. 相似文献
16.
Cycloaddition of 2-phenacyl-1H-benzimidazole to 2-phenyl-or 2-methyl-4-arylidene-1,3-oxazol-5-ones occurs regioselectively
to form the previously unknown N-(3-aryl-4-benzoyl-1-oxo-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazol-2-yl)benz-and-acetamides.
The analogous cycloaddition of the 2-acetonyl-1H-benzimidazole is complicated by prototropic isomerization and leads to the
corresponding 1,2,3,5-tetrahydropyrido[1,2-a]benzimidazole.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 78, pp. 1008–1014, July, 2007. 相似文献
17.
Summary Reaction of 2-benzylidene-1-benzocyclanones1 with dithiocarbamic acid afforded open-chain addition products2A–4B. Dehydration of the adducts yielded tricyclic 1,3-thiazine-2-thiones5 and6. Treatment of1 with thiourea under acid conditions gave tricyclic 2-amino-1,3-thiazines7–9. IR and1H NMR spectroscopic investigations showed7–9 to exist predominantly in the amino tautomeric form both in the solid state and in solution.
Die Umsetzung von 2-Benzyliden-benzocyclanonen mit Dithiocarbaminsäure und Thioharnstoff
Zusammenfassung Die Reaktionen der 2-Benzyliden-1-benzocyclanone1 mit Dithiocarbaminsäure liefern kettenförmige Additionsprodukte2A–4B. Die Dehydratisierung der Additionsprodukte führt zu tricyklischen 1,3-Thiazin-2-thionen5 und6. Durch Behandlung von1 mit Thioharnstoff unter sauren Bedingungen wurden tricyclische 2-Amino-1,3-Thiazine7–9 gebildet. IR- und1H-NMR-spektroskopische Untersuchungen zeigten, dass7–9 sowohl in Substanz als auch in Lösungen überwiegend in der amino-tautomeren Form existieren.相似文献
18.
E. Suloeva M. Yure E. Gudriniece S. Belyakov M. Petrova I. Kalnite 《Chemistry of Heterocyclic Compounds》2001,37(3):329-337
Syntheses are reported for a series of 2-alkylamino-6-phenyl-4-trifluoromethylpyridines. The reaction of 3-cyano-2-(hydroxyalkylamino)-6-phenyl-4-trifluoromethylpyridines with thionyl chloride gave the corresponding 2-(chloroalkylamino)pyridines, 8-cyano-5-phenyl-7-trifluoromethyl-2,3-dihydro-imidazo[1,2-a]pyridines, and 9-cyano-6-phenyl-8-trifluoromethyl-2,3,4-trihydropyrido[1,2-a]-pyrimidines. X-ray diffraction structural analysis was used to study 8-cyano-5-phenyl-7-trifluoromethyl-2,3-dihydroimidazo[1,2-a]pyridine. 相似文献
19.
The thermolysis of (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylic acids in Ac2O led to novel 3-methylene-2,5-dioxo-3H,9bH-oxazolo[2,3-a]isoindoles and chiral (9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindoles were obtained on FVP. Starting from l-cysteine methyl ester (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazines were obtained as single stereoisomers. The thermolysis of (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid in Ac2O gave 5-acetyl-2-phenyl-2,3-dihydrothiazole. The structures of methyl (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylate 1a and methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 9 were determined by X-ray crystallography. 相似文献
20.
V. I. Terenin E. V. Kabanova N. A. Tselishcheva A. S. Ivanov N. V. Zyk 《Chemistry of Heterocyclic Compounds》2007,43(8):1038-1043
A study was carried out on the reaction of pyrrolo[1,2-a]pyrazines containing an alkyl, aryl, or aralkyl substituent at C-1
with trifluoroacetic anhydride. Trifluoroacetylation products may be formed either by reaction in the pyrrole ring or at the
aryl or aralkyl groups at C-1. Products of electrophilic substitution at C-6 are formed in the trifluoroacetylation of pyrrolo[1,2-a]pyrazines
containing at C-1 a substituent bulkier than a methyl group but lacking substituents at C-6 (the α-position of the pyrrole
ring).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1226–1233, August, 2007. 相似文献