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1.
N. V. Poplevina A. P. Kriven’ko O. A. Shchelochkova A. G. Golikov S. F. Solodovnikov 《Russian Journal of Organic Chemistry》2009,45(12):1790-1794
Diethyl 2-aryl-4-hydroxy-4-methyl-6-(thio)semicarbazonocyclohexane-1,3-dicarboxylates were synthesized, and their structure
was determined by 1H and 13C NMR spectroscopy, including the HSQC technique. The molecular and crystalline structure of diethyl 4-hydroxy-4-methyl-6-thiosemicarbazono-2-phenylcyclohexane-1,3-dicarboxylate
was determined by X-ray analysis. 相似文献
2.
V. V. Shchepin Yu. G. Stepanyan P. S. Silaichev 《Russian Journal of General Chemistry》2008,78(5):929-932
Organozinc compounds prepared from dialkyl dibromomalonates and zinc react with 2-arylmethyl-eneindan-4,6-diones, 5-arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones, as well as with 2-[4-(1,3-dioxoindan-2-ylidenemethyl)phenyl]methyleneindan-1,3-dione and 5-[4-(2,2-dimethyl-4,6-dioxo-1,3-dioxane-2-ylidenemethyl)phenyl]methylene-2,2-dimethyl-1,3-dioxane-4,6-diones to form dialkyl 3-aryl-1′3′-dioxaspiro(cyclopropane-2,2′-indan)-1,1-dicarboxylates, dimethyl 3-aryl-6,6-dimethyl-5,7-dioxa-4,8-dioxaspiro[2,5]octan-2,2-dicarboxylates, dialkyl 2-{4-[3,3-bis (alkoxycarbonyl)-1′,3′-dioxaspiro(cyclopropane-2,2′-indan)-1-yl]phenyl}-1′,3′-dioxaspiro[cyclopropane-2,2′-indan]-1,1-dicarboxylates, and dialkyl 2-{4-[2,2-bis(alkoxycarbonyl)-6,6′-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]oct-1-yl]phenyl}-6,6-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]octan-1,1-dicarboxylate respectively. 相似文献
3.
V. L. Gein N. V. Gein K. D. Potemkin A. P. Kriven’ko 《Russian Journal of General Chemistry》2004,74(10):1564-1568
The nature of the alkyl group in the ester moieties of dimethyl and di-tert-butyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates affects the direction of their reactions with difunctional nucleophiles. The dimethyl esters react with hydrazine hydrate to give the corresponding tetrahydroindazoles, while their tert-butyl analogs are converted under similar conditions into 6-hydrazones. Reactions of both dimethyl and di-tert-butyl 6-oxocyclohexane-1,3-dicarboxylates with hydroxylamine lead to formation of 6-hydroxyimino derivatives.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 10, 2004, pp. 1687–1691.Original Russian Text Copyright © 2004 by V. Gein, N. Gein, Potemkin, Krivenko.This revised version was published online in April 2005 with a corrected cover date. 相似文献
4.
Issa Yavari Zinatossadat Hossaini Maryam Sabbaghan Majid Ghazanfarpour-Darjani 《Monatshefte für Chemie / Chemical Monthly》2007,138(7):677-681
Summary. The 1,3-dipolar intermediates generated by addition of isoquinoline, to dialkyl acetylenedicaboxylates are trapped by N-alkylisatins to produce dialkyl 1,2-dihydro-2-oxo-1-alkylspiro[3H-indol-3,2′-[2H,11bH][1,3]oxazino[2,3-a]isoquinoline]-3′,4′-dicarboxylates in excellent yields. The reaction of isoquinoline, quinoline, or pyridine with dimethyl
acetylenedicarboxylate in the presence of ninhydrin led to dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,2′-[2H,11bH][1,3]oxazino[2,3-a]isoquinoline]-3′,4′-dicarboxylate, dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,3′[3H,4aH][1,3]oxazino[3,2-a]quinoline]-1,2-dicarboxylate, or dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,2′-[2H,9aH]pyrido[2,1-b][1,3]oxazino]-3,4-dicarboxylate. 相似文献
5.
The highly reactive 1:1 adduct, produced from the reaction between dialkyl acetylenedicarboxylates and alkyl isocyanides, was trapped by strong cyclic CH-acids such as 4-hydroxy-6-methyl-2H-pyran-2-one or 4-hydroxycoumarin to yield dialkyl 2-(alkylamino)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3,4-dicarboxylates or dialkyl 7-methyl-2-(alkylamino)-5-oxo-4H,5H-pyrano[4,3-b]pyran-3,4-dicarboxylates in good yields at room temperature. 相似文献
6.
P. S. Silaichev M. A. Chudinova P. A. Slepukhin A. N. Maslivets 《Russian Journal of Organic Chemistry》2012,48(11):1435-1438
1-Aryl-4,5-bis(methoxycarbonyl)-1H-pyrrole-2,3-diones react with ethyl 3-(benzylamino)but-2-enoate and ethyl 3-(benzylamino)-3-phenylacrylate giving 4-methyl 9-ethyl 1-aryl-7-benzyl-3-hydroxy-8-methyl- and 4-methyl 9-ethyl 1-aryl-7-benzyl-3-hydroxy-8-phenyl-2,6-dioxo-1,7-diazaspiro[4.4]nona-3,8-diene-4,9-dicarboxylates. 相似文献
7.
Mohammad Hossein Mosslemin Nasim Shams Hossein Esteghamat Hossein Anaraki-Ardakani 《中国化学快报》2013,24(12):1095-1098
A reaction between 1,3-dioxo-N-aryl-2,3-dihydro-lH-indene-2-carboxamides, dialkyl acetylenedicar- boxylates, and triphenylphosphine or trimethylphosphite is described as a simple and efficient method for the synthesis of 5-hydroxy-4-aryl-2,5-dihydrofuran-2,3-dicarboxylate derivatives. 相似文献
8.
Bray KL Lloyd-Jones GC Muñoz MP Slatford PA Tan EH Tyler-Mahon AR Worthington PA 《Chemistry (Weinheim an der Bergstrasse, Germany)》2006,12(34):8650-8663
The mechanism of the highly regioselective cycloisomerisation of dimethyl hept-1,6-dienyl-4,4-dicarboxylate (1) by a neutral pre-catalyst, [(tBuCN)(2)PdCl(2)] (8), to generate dimethyl 3,4-dimethylcyclopent-2-ene-1,1-dicarboxylate (3) has been investigated by isotopic labelling (reactions involving single and mixed samples of 1,1,2,6,7,7-[(2)H(6)]-1; 3,3,5,5-[(2)H(4)]-1; 1,7-(Z,Z)-[(2)H(2)]-1; [1,3-(13)C(1),5,7-(13)C(1)]-1 and [1,3-(13)C(1),6-(2)H(1)]-1) and by study of the reactions of dimethyl 1-aryl-hept-1,6-dienyl-4,4-dicarboxylates (9 a-e, where aryl is p-C(6)H(4)-X; X=H, OMe, Me, Cl, CF(3)) and dimethyl hept-1,5-dienyl-4,4-dicarboxylate (14), a 1,5-diene isomer of 1. The mechanism proposed involves the generation of a monochloro-bearing palladium hydride which undergoes a simple hydropalladation, carbopalladation, Pd/H dyotropy, beta-H elimination sequence to generate 3. A key point that emerges is that chelation of the 1,6-diene 1 at various stages in the mechanism plays an important role in determining the regioselectivity of the reaction. The selective generation of 3 with pre-catalysts of the form L(2)PdCl(2), as compared to the generation of dimethyl 3-methylene-4-methyl-cyclopentane-1,1-dicarboxylate (2) with pre-catalysts of the form [(MeCN)(2)Pd(allyl)]OTf (5) is ascribed to the absence of chloride ion in the latter, which makes an additional coordination site available throughout turnover. Liberation of the product 3 when [(tBuCN)(2)PdCl(2)] (8) is employed as pre-catalyst, is proposed to proceed via a mono- to bidentate switch in the pi-coordination of diene 1 (eta(2) to bis-eta(2)) displacing pi-coordinated 3 from Pd. When 1-aryl-1,6-dienes 9 are employed as substrates, the electron-donor property of the aryl group is found to influence the regioselectivity of cyclisation. Electron-withdrawing groups favour dimethyl 3-arylmethyl-4-methylcyclopent-2-ene-1,1-dicarboxylates (10), whilst electron-donating aryl groups favour 3-arylidene-4-methyl-cyclopentane-1,1-dicarboxylates (11). The regioselectivity (10/11) correlates with the Hammett sigma(+) values (rho(+)=1.3, r (2)=0.975) indicative of a strong pi-resonance contribution from the aryl ring rather than a simple sigma-inductive effect. Intermolecular modulation of regioselectivity is observed and the net effect proposed to arise through the (pi-->d) donation ability of the vinyl arene in the diene displacing product (10/11) via a mono- to bidentate switch in coordination. The isomerisation process increasingly sequesters Pd as turnover proceeds leading to a powerful inhibition mechanism and ultimately a limitation in turnover number to about 80. 相似文献
9.
Condensation of aromatic (heteroaromatic) aldehydes with 1,3-dicarbonyl compounds under the 1-butyl-3-methylimidazolium tetrafluoroborate
([Bmim][BF4]) ionic liquid-piperidinium acetate catalytic system (0.2 equiv. of each component) in the absence of a solvent affords,
depending on the structures of the reagents, 2-arylidene derivatives of methyl acetoacetate and acetylacetone, diethyl 2,4-bis(trifluoroacetyl)-3-phenylpentanedioate,
or dimethyl 2-aryl-4-hydroxy-6-oxocyclohexane-1,3-dicarboxylates. The reactions of the resulting 2-arylidene derivatives with
O-methylisourea in the [Bmim][BF4] ionic liquid produced methyl 2-methoxy-4-methyl-6-aryldihydropyrimidine-5-carboxylates and 1-(2-methoxy-4-methyl-6-phenyldihydropyrimidin-5-yl)ethanone
(mixtures of 3,6- and 1,6-dihydro isomers), which were transformed into the corresponding 3,4-dihydropyrimidin-2(1H)-one derivatives.
Dedicated to Academician N. K. Kochetkov on the occasion of his 90th birthday.
__________
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1199–1204, May, 2005. 相似文献
10.
Issa Yavari Mansoureh Aghazadeh Mohsen Tafazzoli 《Phosphorus, sulfur, and silicon and the related elements》2013,188(5):1101-1107
Ethyl 2-arylamino-2-oxo-acetates undergo a complex reaction with dimethyl acetylenedicarboxylate in the presence of triphenylphosphine to produce dimethyl 1-aryl-4-ethoxy-5-oxo-4,5-dihydro-1 H -pyrrole-2,3-dicarboxylates in good yields. Dynamic NMR study of dimethyl 1-(2-methylphenyl)-4-ethoxy-5-oxo-4,5-dihydro-1 H -pyrrole-2,3-dicarboxylate shows a fairly high energy barrier ( j G p = 53.2 kJmol m 1 ) for rotation around the N-aryl single bond, which leads to an observable atropisomerism. 相似文献
11.
O. V. Kushnir N. V. Mel’nichenko M. V. Vovk 《Russian Journal of Organic Chemistry》2011,47(11):1727-1732
Dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates obtained by condensation of 1-chlorobenzyl isocyanates
with N-allylfumarates reacted regioselectively with arylhydroxymoyl chlorides with the formation of dialkyl 6-aryl-3-[(3-aryl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates. 相似文献
12.
D. G. Slashchinin M. S. Tovbis E. V. Root V. E. Zadov V. A. Sokolenko 《Russian Journal of Organic Chemistry》2010,46(4):517-519
Catalytic hydrogenation of dialkyl 2-hydroxy-4,6-dimethyl-5-nitrosobenzene-1,3-dicarboxylates over Pd/C gave the corresponding
previously unknown dialkyl 5-amino-2-hydroxy-4,6-dimethylbenzene-1,3-dicarboxylates. The first-order rate constants for the
hydrogenation process were found to be linearly related to steric constants of the alkyl groups. 相似文献
13.
L. S. Stanishevskii I. G. Tishchenko A. M. Zvonok 《Chemistry of Heterocyclic Compounds》1975,11(5):584-587
Reaction of 2-methyl-2-cinnamoyloxiranes with benzylamine gave stereoisomeric 3-hydroxy-3-methyl-1-benzyl-6-aryl-4-piperidones, which were converted to 3-hydroxy-1,3-dimethyl-6-aryl-4-piperidones by debenzylation and subsequent methylation. 3-Hydroxy-3-methyl-6-phenyltetrahydro-4-thiopyrone acetate was obtained by reaction of 2-methyl-2-cinnamoyloxirane with thioacetic acid. The three-dimensional configurations of the synthesized compounds were established by means of their IR and PMR spectra. 相似文献
14.
Gein V. L. Nosova N. V. Lezhnina D. D. Gein O. N. Voronina E. V. Starovoytova M. O. Dmitriev M. V. 《Russian Journal of General Chemistry》2021,91(1):57-63
Russian Journal of General Chemistry - The reaction of 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxamides with hydrazine hydrate in ethanol gave... 相似文献
15.
An efficient and one-pot synthesis of 2-(2-oxoindolin-3-ylidene)-1,3-dithiole-4,5-dicarboxylates by a three-component condensation reaction of isatins, carbon disulfide and dialkyl acetylendicarboxylates in the presence of Bu3P is reported. Reaction of carbon disulfide and dialkyl acetylene dicarboxylates with acenaphthylene-1,2-dione, ninhydrine and pyrimidine-tetraone resulted in the formation of 2-(2-oxoacenaphthylen-1(2H)-ylidene)-1,3-dithiole-4,5-dicarboxylates, 2-(1,3-dioxo-1H-inden-2(3H)-ylidene)-1,3-dithiole-4,5-dicarboxylates and 2-(2,4,6-trioxotetrahydropyrimidin-5(6H)-ylidene)-1,3-dithiole-4,5-dicarboxylates, respectively, in the same conditions. 相似文献
16.
The reactions of cyanamide with dialkyl acetone-1,3-dicarboxylates in the presence of nickel acetylacetonate afforded alkyl
2-amino-4-hydroxy-6-oxo-1,6-dihydropyridine-3-carboxylates. The same compounds were obtained by intramolecular cyclization
of adducts of acetone-1,3-dicarboxylates with benzoylcyanamide under the action of sodium alkoxides.
Dedicated to Academician N. K. Kochetkov on the occasion of his 90th birthday.
__________
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1304–1306, May, 2005. 相似文献
17.
Mohammad Anary-Abbasinejad Nasim Shams Alireza Hassanabadi 《Phosphorus, sulfur, and silicon and the related elements》2013,188(9):1823-1829
The reaction between arylglyoxalmonohydrates, dialkyl acetylenedicarboxylates, and triphenylphosphine is described as a simple and efficient method for the synthesis of 5-hydroxy-4-aryl-2,5-dihydrofuran-2,3-dicarboxylate derivatives. 相似文献
18.
N. T. Pokhodylo V. S. Matiichuk N. D. Obushak 《Russian Journal of Organic Chemistry》2010,46(6):894-897
Reactions of methyl 3-cyclopropyl-3-oxopropanoate with chloroacetone and ammonia, benzaldehyde and ammonia, and benzoquinone
gave, respectively, methyl 2-cyclopropyl-5-methyl-1H-pyrrole-3-carboxylate, dimethyl 2,6-dicyclopropyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate, and methyl 2-cyclopropyl-5-hydroxy-1-benzofuran-3-carboxylate.
Cyclization of methyl 3-cyclopropyl-3-oxopropanoate with ethyl chloro(arylhydrazono)ethanoates and other halohydrazones led
to the formation of 3-substituted 1-aryl-5-cyclopropyl-1H-pyrazole-4-carboxylic acids, and 5-cyclopropyl-1-(quinolin-5-yl)-1H-1,2,3-triazole-4-carboxylic acid was obtained by reaction of the title compound with 5-azidoquinolines. 相似文献
19.
《Journal of carbohydrate chemistry》2013,32(3-4):307-314
(Z)-1,6-Anhydro-3-deoxy-4-methylsulfanyl-3-[(methylsulfanyl)methylene]-β-D-erythro-hexopyranos-2-ulose (1) reacted with diethyl malonate, 1,3-diketones, N-aryl-3-oxobutyramides and dialkyl 3-oxoglutarate, respectively, in the presence of potassium carbonate and crown ether to yield diethyl 2-(1,6-anhydro-4-methylsulfanyl—D-arabino-hex-2-ulopyranos-3-ylmethylene) malonate (2), 1-{(1R,2S,8S,9R)-2-hydroxy-4-methyl-8-methylthio-3,11,12- trioxatricyclo7.2.1.02,7dodeca-4,6-dien-5-yl} ethanone (3), (1R,2S,12S,13R)-2-hydroxy-12-methylthio-3,15,16-trioxatetracyclo[11.2.1. 02,11. 04,9] hexadeca- 4(9),10-dien-8-one (4), (1R,8S,9R)-5-acetyl-3-aryl-8-methylthio-11,12-dioxa- 3-azatricyclo-[7.2.1.02,7]dodeca-2(7),5-dien-4-ones (5,6) and dialkyl (1R,8S,-9R)-4-hydroxy-8-methylthio-11,12-dioxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-3,5-dicarboxylates (7,8), respectively. 相似文献
20.
The reaction of 1,3-bis(trimethylsiloxy)-1,3-butadienes with dimethyl allene-1,3-dicarboxylate provides a convenient and regioselective approach to a variety of functionalized 4-hydroxy- and 2,4-dihydroxy-homophthalates. 相似文献