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1.
Vostrov E. S. Leont'eva E. V. Tarasova O. P. Maslivets A. N. 《Russian Journal of Organic Chemistry》2003,39(1):103-107
Aroyl(phenyl)ketenes generated by thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones undergo [4+2]-cyclodimerization to 3-aroyl-6-aryl-3,5-diphenyl-3,4-dihydro-2H-pyran-2,4-diones. Heating of the latter leads to rearrangement with formation of 4-aroyloxy-6-aryl-3,5-diphenyl-2H-pyran-2-ones. Thermolysis of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones in the presence of carbonyl compounds yields 6-aryl-5-phenyl-4H-1,3-dioxin-4-ones. 相似文献
2.
Yu. S. Andreichikov D. D. Nekrasov M. A. Rudenko A. Yu. Konovalov 《Chemistry of Heterocyclic Compounds》1987,23(6):610-613
On reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with -aminoisobutyronitrile, o-aminobenzonitrile, and -anilinopropiononitrile, we obtained aroylpyruvic acid N-(1-methyl-1-cyanoethyl)-, N-(o-cyanophenyl)-, and N-phenyl-N-(cyanoethyl)-amides, respectively. On reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with cyanoacetamide we obtained aroylacetic acid N-(cyanoacetyl)amides, while in the case of methyleneaminoacetonitrile and p-dimethylaminobenzonitrile we obtained (6-aryl-4-oxo-2,3-dihydro-1,3-oxazin-3-yl)acetonitriles and 2-(p-dimethylaminophenyl)-6-aryl-1,3-oxazine-4-ones, respectively.For Communication 2, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 740–743, June, 1987. 相似文献
3.
E. S. Vostrov E. V. Leont'eva O. P. Tarasova A. N. Maslivets 《Russian Journal of Organic Chemistry》2004,40(7):1058-1061
Thermal decarbonylation of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones gives rise to intermediate aroyl(phenyl)ketenes which react with nonactivated Schiff bases, N,N'-dicyclohexylcarbodiimide, and p-di-methylaminobenzonitrile according to the [4 + 2]-cycloaddition pattern with formation of 6-aryl-5-phenyl-4H-1,3-oxazin-4-ones. Reactions of 5-aryl-4-phenyl-2,3-dihydrofuran-2,3-diones with activated Schiff bases at a temperature below the thermolysis temperature lead to 4-aroyl-4-phenyltetrahydropyrrole-2,3-diones. 相似文献
4.
Yu. S. Andreichikov D. D. Nekrasov M. A. Rudenko Yu. A. Nalimova 《Chemistry of Heterocyclic Compounds》1988,24(10):1172-1174
3-Aryl-5-phenacylideneimidazolidine-2,4-diones, 3-aryl-5-phenacylidene-4-oxoimidazolidine-2-thiones, and 5-phenacylidene-4-oxoimidazolidine-2-selenones were obtained from 5-aryl-2,3-dihydrofuran-2,3-diones and arylureas, arylthioureas, and selenoureas respectively in glacial acetic acid. In the reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with cyanoguanidine in 98% acetic acid 5-phenacylideneimidazolidine-2,4-diones were isolated, and in anhydrous acetic acid 2-imino-3-amidino-5-phenacylidene-4-oxazolidones were isolated. When heated in a water-dioxane solution of hydrochloric acid, the latter are converted into 5-phenacylideneimidazolidine-2, 4-diones.For Communication 9, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1411–1413, October, 1988. 相似文献
5.
Ring cleavage in 4-methyl-5-phenyl-2,3-dihydrofuran-2,3-dione by the action of methanol and in 5-aryl-4-methyl-2,3-dihydrofuran-2,3-diones by the action of aniline and N-methylaniline results in formation of, respectively, methyl 3-methyl-4-phenyl-2,4-dioxobutanoate and 4-aryl-3-methyl-2,4-dioxobutananilides. The reaction mechanism was studied by 1H NMR spectroscopy. 相似文献
6.
E. N. Koz''minykh N. N. Trapeznikova E. A. Chupilova N. M. Igidov V. O. Koz''minykh 《Russian Journal of Organic Chemistry》2001,37(1):116-118
Treatment of acetophenone and dibenzoylmethane with excess oxalyl chloride gave heterocyclization products, 2-(3-oxo-5-phenyl-2,3-dihydrofuran-2-ylidene)-5-phenyl-2,3-dihydrofuran-3-one and a mixture of 4-benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione with 4-benzoyl-2-dibenzoylmethylene-5-phenyl-2,3-dihydrofuran-3-one. 相似文献
7.
N. M. Igidov E. N. Kozminykh G. A. Shavkunova V. O. Kozminykh E. S. Berezina 《Russian Chemical Bulletin》1995,44(2):322-325
Diphenylketene undergoes regioselective thermal [2+2]-cycloaddition to the heterocyclic C(3)=O carbonyl group of 5-aryl-2-methoxycarbonylmethylene-2,3-dihydrofuran-3-ones and 5-phenyl-2,3-dihydrofuran-2,3-dione to give the corresponding 3-diphenylmethylene derivatives of 2,3-dihydrofuran.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 331–334, February, 1995. 相似文献
8.
E. N. Koz’minykh V. I. Goncharov V. O. Koz’minykh 《Russian Journal of Organic Chemistry》2007,43(6):864-867
2-[2-(4-Chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one and methyl (5-aryl-3-oxo-2,3-dihydrofuran-2-ylidene)acetates react with carboxylic acid hydrazides to give the corresponding 3-substituted 2-acyl-6-aryl-3-hydroxy-2,3-dihydropyridazin-4(1H)-ones. Specificities of the product structure are discussed. 相似文献
9.
D. D. Nekrasov S. V. Kol'tsova M. A. Radishevskaya 《Chemistry of Heterocyclic Compounds》2004,40(3):301-307
The reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with cyanoacetylhydrazide, o-(hydrazinocarbonyl)phenylthiourea, and the diphenylhydrazone of diaminoglyoxal leads to the synthesis of the corresponding N-cyanoacetylhydrazides of aroylpyruvic acids, 2-(N-aroylpyruvoylhydrazinocarbonyl)-phenylthioureas, and 5,6-bis(phenylhydrazono)-3-aroylmethylenepiperazin-2-ones. The results of the primary investigation of the biological activity of N-cyanoacetylhydrazides of aroylpyruvic acids are given. 相似文献
10.
Published data on the synthesis, structure, and chemical properties of N-substituted 2(3)-imino-2,3-dihydrofuran-3(2)-ones to 2002 are reviewed 相似文献
11.
I. V. Krylova D. D. Nekrasov Yu. S. Andreichikov 《Chemistry of Heterocyclic Compounds》1988,24(11):1204-1206
The reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with benzamide oxime, diaminoglyoxime, and hydroxyurea gave 3-phenyl-5-aroylacetyl-1,2,4-oxadiazoles, 5,6-dihydroxyimino-3-phenacylidenepiperazin-2-ones, and 3-hydroxy-5-phenacylideneimidazolidine-2,4-diones, respectively. 6-Phenacylidene-5-oxo-4,5,6,7-tetrahydrofurazano [3,4-b]pyrazines are formed in the reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with diaminofurazan.For Communication 7, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1457–1460, November, 1988. 相似文献
12.
L. M. Potikha A. A. Lysakovskii V. A. Kovtunenko A. V. Turov 《Russian Journal of Organic Chemistry》2009,45(12):1818-1823
5-(4-Chlorophenyl)- and 5-phenylfuran-2(3H)-ones reacted with guanidine carbonate at the methylene group in the unsaturated lactone molecule, leading to the formation
of 4-(2-aryl-5-oxo-2,5-dihydrofuran-2-yl)-5-aryltetrahydrofuran-2-ones, while 5-(4-methylphenyl)furan-2(3H)-one under analogous conditions gave rise to N,N′-bis[4-(4-methylphenyl)-4-oxobutanoyl]guanidine. The reactions of 5-arylfuran-2(3H)- ones with thioacetamide afforded 4-aryl-N-{1-[5-aryl-2-oxo-2,3-dihydrofuran-3-ylidene]ethyl}-4-oxobutanamides. The corresponding N-(4-aryl-4-oxobutanoyl)thioureas were obtained by heating 5-arylfuran-2(3H)-ones with thiourea. 相似文献
13.
Yu. S. Andreichikov D. D. Nekrasov I. V. Krylova V. I. Bachurina 《Chemistry of Heterocyclic Compounds》1992,28(11):1245-1248
The reaction of 5-aryl-2,3-dihydrofuran-2,3-diones (I) with thiocarbonyl compounds has been described only for thiourea. The products of this reaction are 3-aryl-5-phenacylidene-4-oxoimidazolidine-2-thiones [2]. It seemed of interest to study the conversion of the furandiones (I) with a wider range of thiocarbonyl compounds such as thioamides and thiosemicarbazides.For Communication 27 see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1461–1464, November, 1992. 相似文献
14.
Ya. S. Kayukov S. V. Karpov O. V. Kayukova O. V. Ershov O. E. Nasakin 《Russian Journal of Organic Chemistry》2014,50(8):1097-1106
Reactions of 2-aroyl-1,1,3,3-tetracyanopropenides with hydrogen halides in solvents of low dielectric permittivity result in the formation of 6-amino-2-aroyl-2-halopyridine-3,5-dicarbonitriles. 2-Acyl-1,1,3,3-tetracyanopropenides under similar conditions afford 2-(2-alkylidene-5-amino-4-cyano-2,3-dihydrofuran-3-ylidene)propanedinitriles. In solvents of high dielectric permittivity the result of the reaction depends on the nature of the hydrogen halide and the acyl(aroyl) substituent: With HCl and HBr 2-aroyl-1,1,3,3-tetracyanopropenides form 2-(5-amino-2-aryl-2-halo-4-cyano-2,3-dihydrofuran-3-ylidene)-propanedinitriles, and 2-acyl-1,1,3,3-tetracyanopropenides give 2-(2-alkylidene-5-amino-4-cyano-2,3-dihydrofuran-3-ylidene)propanedinitriles; with HI depending on the reaction conditions and the structure of the acyl substituent 2-(5-amino-2-aryl-4-cyano-2,3-dihydrofuran-3-ylidene)propanedinitriles, 2-(5-amino-4-cyano-2,3-dihydrofuran-3-ylidene) propane-dinitrile, 2-amino-4-(dimethoxybenzyl)-6-iodo-5-cyanonicotinamide, 4-amino-6-iodo-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitrile, or 4-amino-6-iodo-3-oxo-1-ethylidene-1,3-dihydrofuro[3,4-c]pyridine-7-carbonitrile are obtained. 相似文献
15.
S. V. Karpov Ya. S. Kayukov I. N. Bardasov O. V. Ershov O. E. Nasakin O. V. Kayukova 《Russian Journal of Organic Chemistry》2011,47(8):1161-1164
Reactions of 2-aroyl-1,1,3,3-tetracyanopropenides with thiols in acid medium led to the formation of the corresponding 2-alkylsulfanyl-substituted
2-(5-amino-2-aryl-4-cyano-2,3-dihydrofuran-3-ylidene)propanedinitriles. 相似文献
16.
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
17.
V. N. Britsun A. N. Esipenko M. O. Lozinskii 《Chemistry of Heterocyclic Compounds》2006,42(5):693-697
3-Amino-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-ones were converted into 2-aryl-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-ones
on treatment with carboxylic acids and POCl3. 3-Arylmethylidenamino-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-ones also cyclized to 2-aryl-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-ones
when oxidized with potassium chlorate in acetic acid, but on heating they were deaminated to give 2-thioxo-1,2,3,4-tetrahydroquinazolin-4-one
and aryl nitriles.
__________
Translated from Khimiya Geteotsiklicheskikh Soedinenii, No. 5, 787–791, May, 2006. 相似文献
18.
D. V. Ivanov N. M. Igidov S. N. Shurov M. V. Dmitriev I. N. Chernov 《Russian Journal of Organic Chemistry》2018,54(4):573-577
Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5-(2-aryl-2- oxoethyl)-4-oxo-1H-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(d) quantum chemical calculations. 相似文献
19.
N. Yu. Lisovenko A. N. Maslivets Z. G. Aliev 《Russian Journal of Organic Chemistry》2004,40(7):1053-1057
Aroyl(quinoxalinyl)ketenes generated by thermolysis of 5-aryl-4-(3-arylquinoxalin-2-yl)-2,3-di-hydrofuran-2,3-diones act as dienes in [4 + 2]-cycloaddition at the carbonyl group of aldehydes and ketones to afford 2-substituted 6-aryl-5-(3-arylquinoxalin-2-yl)-4H-1,3-dioxin-4-ones. The structure of 5-(3-p-tolylquino-xalin-2-yl)-4H-1,3-dioxine-2-spiro-2'-adamantan-4-one was proved by X-ray analysis. 相似文献
20.
Michael M. Dejmek Rüdiger Selke 《Angewandte Chemie (International ed. in English)》1998,37(11):1540-1542
Copper complexes with distorted tetrahedral structure in solution catalyze regioselectively the cyclization of 1,2-bisketenes with alcohols to give 5-alkoxy-2,3-dihydrofuran-2-ones in very high yields (shown on the right). It seems remarkable that these new compounds could remain undiscovered despite having structural similarities with a great number of well-investigated and biologically active butenolides. 相似文献