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1.
O. F. Bulatova O. B. Chalova D. L. Rakhmankulov 《Russian Journal of Organic Chemistry》2001,37(12):1753-1756
By means of 1H NMR spectroscopy isomerism was demonstrated in N-alkyl substituted 5-chloromethyl-1,3-oxazolidines due to relative cis-trans orientation of substituents in 2 and 5 positions of the ring. The preferred configuration in 2,3-diaryl-5-chloromethyl-1,3-oxazolidines, cis-(2R,5R), was proved by quantum-chemical calculations. 相似文献
2.
M. D. Khanova R. M. Sultanova S. L. Khursan V. A. Dokichev Yu. V. Tomilov 《Russian Chemical Bulletin》2006,55(8):1464-1469
Methoxycarbonylcarbene generated by catalytic decomposition of methyl diazoacetate in the presence of Rh2(OAc)4, is regioselectively inserted into the C(2)-O bond of 3-alkyl-2-phenyl-1,3-oxazolidines and into the C(2)-S bond of 2-phenyl-1,3-oxathiolane.
Study by the competitive reaction method demonstrated that the relative reactivity toward the insertion of the methoxycarbonylcarbene
fragment into the C-heteroatom bond increases in the series of 1,3-dioxolane, 1,3-oxazolidine, and 1,3-oxathiolane.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1411–1415, August, 2006. 相似文献
3.
N. A. Keiko E. A. Funtikova N. V. Vchislo L. I. Larina Yu. L. Frolov 《Russian Journal of Organic Chemistry》2011,47(12):1832-1840
2-(1-Alkoxyvinyl)-1,3-thiazolidines reacted with H2O or D2O in the presence of 105 mol % of p-toluenesulfonic acid or trifluoroacetic acid (20°C, 1 h) to give 2-acetyl-1,3-thiazolidine in quantitative yield. 2-(1-Alkoxyvinyl)-3,5-diphenylimidazolidines
underwent hydrolysis in the presence of 20 mol % of an acid (20°C, 24 h) at the vinyloxy group with high regioselectivity
yielding 2-acetylimidazolidines. Hydrolysis of 2-(1-alkoxyvinyl)-3-phenyl-1,3-oxazolidines in the presence of 10 mol % of
p-toluenesulfonic acid (20°C, 5 days) takes two pathways, one of which involves the endocyclic C-O bond with ring opening and
the other involves the vinyloxy group to produce 2-acetyl-3-phenyl-1,3-oxazolidine. Unlike phenyl-substituted 1,3-thiazolidines
and imidazolidines, hydrolysis of their 3-methyl- and 3,5-dimethyl-substituted analogs in acid medium occurs mainly via ring
opening. The observed hydrolysis pathways were interpreted in terms of B3PW91/6-311G(d,p) quantum-chemical calculations. 相似文献
4.
Seiko Nan'ya Kaname Katsuraya Yoshio Ueno Etur
Maekawa 《Journal of heterocyclic chemistry》1988,25(1):109-112
5-Methyl- and 6-methyl-2-phenyl-2H-indazole-4,7-diones were condensed with 2-aminobenzenethiol or 6-substituted-3-aminopyridine-2(1H)thiones 4 to produce a new type of 5-methyl-2-phenyl-4H-pyrazolophenothiazin-4-ones or 8-substituted-7-aza-5-methyl-2-phenyl-4H-pyrazolophenothiazin-4-one derivatives. From 6-bromo-2,5-dimethyl-1,3-diphenyl-2H-isoindole-4,7-dione and 4 8-substituted-7-aza-2,5-dimethyl-1,3-diphenyl-4H-pyrrolophenothiazin-4-one derivatives were also prepared. 相似文献
5.
《Green Chemistry Letters and Reviews》2013,6(3):213-216
Abstract A simple, efficient, and practical procedure for the synthesis of various substituted 2,3-dihydro-2-phenyl-1H-naphtho[1,2-e][1,3]oxazines and 3,4-dihydro-3-phenyl-2H-naphtho[2,1-e][1,3]oxazines using KAl(SO4)2 12H2O (alum) as a non-toxic, reusable, inexpensive, and easily available catalyst is described using water as a solvent. These improved reaction conditions allow the preparation of a wide variety of substituted [1,3]oxazines in high yields and purity under mild reaction conditions. 相似文献
6.
The deprotonation of 1-phenyl-3-phospholene 1-oxide, 1-sulfide or 1-borane with 1 or 2 equiv of LDA, followed by quenching with electrophiles gave a range of 2-mono- or 2,5-disubstituted phospholene derivatives in good yield. Only trans substitution in relation to the P-Ph group was observed. Treatment of lithiated phospholene intermediates with 1,3-dihaloalkanes afforded annulated 2-phenyl-2-phosphabicyclo[3.3.0]oct-3-ene derivatives. The annulation reactions occurred with high regio- and stereoselectivity and led to the exclusive formation of the exo-Ph-P substituted products. 相似文献
7.
V. A. Glushkov E. V. Rotermel’ T. F. Odegova Yu. V. Shklyaev 《Russian Journal of Organic Chemistry》2011,47(9):1318-1322
Hydrolytic cleavage of 1-substituted 2-azaspiro[4.5]undeca-1,6,9-trienes in acid medium is accompanied by dienone-phenole
rearrangement with formation of substituted N-[2-(p-hydroxyphenyl)ethyl] carboxylic acid amides. 1,2-Dimethoxy-3-oxo-15-phenyl-14-azadispiro[5.1.5.2]pentadeca-1,4,14-triene
and 2′-R-7a′-methyl-3a′,4′,5′,6′,7′,7a′-hexahydrospiro[cyclohexa[2,5]diene-1,3′-indol]-4-ones undergo analogous cleavage. 相似文献
8.
Rajab Abu-El-Halawa Alaa Sarabi Mustafa M. El-Abadelah 《Monatshefte für Chemie / Chemical Monthly》2008,44(8):1251-1255
Interaction between 2,5-dichlorothiophene-3-carbonyl isothiocyanate, accessible via 2,5-dichlorothiophene-3-carbonyl chloride, and model heterocyclic amines produced the respective 2,5-dichloro-N-(substituted aminocarbonothioyl)thiophene-3-carboxamides. Upon heating, the deprotonated form of the latter underwent intramolecular
cyclization to deliver the corresponding 2-(substituted amino)-4H-thieno[3,2-e]-1,3-thiazin-4-ones. The structures of these new bicyclic derivatives and their acyclic precursors are based on microanalytical
and spectral (IR, MS, and NMR) data. 相似文献
9.
I. V. Kostyuchenko E. V. Shulishov R. R. Rafikov Yu. V. Tomilov 《Russian Chemical Bulletin》2008,57(8):1712-1717
1-Pyrazolines, obtained by 1,3-dipolar cycloaddition of diazocyclopropane to N-phenyl- and N-cyclohexylmaleimides, undergo complete dediazoniation at 175 °C for 10–16 h with the formation of spiro[3-azabicyclo[3.1.0]hexane-6,1′-cyclopropane]-2,4-diones
3 (80–89%) and isomeric 3-cyclopropyl-1H-pyrrole-2,5-diones 4. On the example of 3-cyclopropyl-1-phenyl-1H-pyrrole-2,5-dione, it was shown that compounds 4 are able again to enter into 1,3-dipolar cycloaddition with diazomethane or diazocyclopropane with the reaction in the case
of diazocyclopropane being nonselective and leading to two regioisomeric pyrazolines in the ratio ∼1.7: 1, thermolysis of
which, conversely, proceeds with high selectivity and exclusively affords a spiropentane derivative. An action of the aqueous
methanol solution of sodium hydroxide on the spiropentanes fused with succinimide fragment and subsequent acidification of
the salts obtained lead to stable cis-amidoacids of spiropentane series.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1680–1685, August, 2008. 相似文献
10.
Rajab Abu-El-Halawa Alaa Sarabi Mustafa M. El-Abadelah 《Monatshefte für Chemie / Chemical Monthly》2008,139(10):1251-1255
Interaction between 2,5-dichlorothiophene-3-carbonyl isothiocyanate, accessible via 2,5-dichlorothiophene-3-carbonyl chloride, and model heterocyclic amines produced the respective 2,5-dichloro-N-(substituted aminocarbonothioyl)thiophene-3-carboxamides. Upon heating, the deprotonated form of the latter underwent intramolecular
cyclization to deliver the corresponding 2-(substituted amino)-4H-thieno[3,2-e]-1,3-thiazin-4-ones. The structures of these new bicyclic derivatives and their acyclic precursors are based on microanalytical
and spectral (IR, MS, and NMR) data.
Correspondence: Rajab Abu-El-Halawa, Chemistry Department, Faculty of Science, Al al-Bayt University, Mafraq, Jordan. 相似文献
11.
《Journal of organometallic chemistry》1990,395(1):C5-C8
Acid catalysed demethoxylation of tricarbonyl(η4-2-methoxy-6-phenyl-1,3- cyclohexadiene)iron(0) leads to the exclusive formation of a 3-phenyl salt, rather than the product of minimum rearrangement, a 1-phenyl salt. With an additional 2-methyl substituent present, the competing directing influence is overcome by the phenyl group. The importance of the phenyl substituent in promoting regioselectivity is demonstrated by the demethoxylation of a 2,5-dimethyl-3-methoxy substituted complex, which led to a mixture of products. 相似文献
12.
The reactions of 3-phenyl-3-methylamino-1,2-propanediol 1a and 3-[(tert-butyldimethylsilyl)oxy]-1-methylamino-1-phenyl-2-propanol 1b with (CH2O)n and CH2Cl2 are appropriate procedures for the preparation of 1,3-oxazines or 1,3-oxazolidines under proper selection of kinetic or thermodynamic reaction conditions. The reaction of 1b with (CH2O)n or CH2Cl2, affords the oxazolidine 2b under kinetic conditions and then this compound can be slowly converted into 5-[(tert-butyldimethylsilyl)oxy]-3-methyl-4-phenyl-3,4,5,6-tetrahydro-2H-1,3-oxazine 3b under thermodynamic control. The mechanism proposed for this transformation and the effect of polar solvents on the acceleration of the reaction has been studied theoretically (DFT level). 相似文献
13.
A convenient procedure to prepare in good yields 6,6-dimethyl-2-nitro-3-phenyl-3,5,6,7-tetrahydro-4(2H)-benzofuranones starting from (2-chloro-2-nitroethenyl)benzenes and 5,5-dimethyl-1,3-cyclohexanedione in the presence of potassium fluoride is reported. This method also proved efficient with other 1,3-dicarbonyl compounds, and has been successfully extended to 1,3-cyclohexanedione, 2,5-pentanedione, dibenzoylmethane and ethyl acetoacetate. 相似文献
14.
L. K. Papernaya A. A. Shatrova A. V. Kletskov S. K. Petkevich I. V. Sterkhova L. V. Klyba G. G. Levkovskaya 《Russian Journal of Organic Chemistry》2017,53(4):550-556
One-pot condensation of dithiooxamide with 4,5-dichloro-1,2-thiazole-3-carbaldehyde and 5-phenyl-1,2-oxazole-3-carbaldehyde, followed by oxidation of intermediate 2,5-dihydro[1,3]thiazolo[5,4-d]-[1,3]thiazoles with selenium dioxide, afforded previously unknown 2,5-bis(4,5-dichloro-1,2-thiazol-3-yl)- and 2,5-bis(5-phenyl-1,2-oxazol-3-yl)[1,3]thiazolo[5,4-d][1,3]thiazoles as first representative of bis-isothiazolyl- and bis-isoxazolyl thiazolothiazoles. 相似文献
15.
O. A. Nurkenov A. M. Gazaliev D. M. Turdybekov A. R. Dzhandigulov S. M. Adekenov 《Russian Journal of General Chemistry》2007,77(9):1614-1617
Condensation of ephedrine alkaloids with 5-bromo-2-hydroxybenzaldehyde was studied, and X-ray diffraction analysis of the synthesized (2S,4S,5R)-2-(2-hydroxy-5-bromophenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidines was performed. 相似文献
16.
Th. Schulze J. Letsch E. Klemm 《Journal of polymer science. Part A, Polymer chemistry》1996,34(1):81-87
The reaction of 2-methylene-1,3-dioxolanes and 2-methylene-1,3-oxazolidines with benzoyl peroxide (acceptor radical) and with N-ethylmaleimide (acceptor) was investigated. It was shown that benzoyl peroxide adds to monomers 1a and 1b , giving the corresponding linear diester amides 1a and 1b respectively. The oxazolidine 1c adds benzoyl peroxide, without ring opening, by addition to the exomethylene group. Together with N-ethylmaleimide the oxazolidines 1a or 1b produce deep-colored charge transfer complexes, resulting in high molecular poly-N-ethylmaleimides probably via a radical mechanism. The 1,3-dioxolanes 2a and 2b were radically polymerized to produce polyacetals by vinyl polymerization. 2c was polymerized to produce randomly containing acetal units and ester units. The mechanism of polymerization of 2e is complex, affording polymers of nonuniform character. 2-Methylene-4-phenyl-1,3-dioxolane polymerization leads to polyester as the main structure, and to a lesser degree polyacetal structures. The chemical structures of the polymers were confirmed by NMR spectra and elemental analysis. © 1996 John Wiley & Sons, Inc. 相似文献
17.
Starosotnikov A. M. Kachala V. V. Lobach A. V. Vinogradov V. M. Shevelev S. A. 《Russian Chemical Bulletin》2003,52(8):1782-1790
A method for the synthesis of 1-aryl-3-formyl-4,6-dinitro-1H-indazoles by the reaction of picrylacetaldehyde with aryldiazonium salts followed by intramolecular cyclization of the resulting picrylglyoxal monoarylhydrazones was developed. Various 4,6-dinitro-1-phenyl-1H-indazoles substituted in position 3 were prepared via transformations involving the formyl group of 3-formyl-4,6-dinitro-1-phenyl-1H-indazole. 3-R-4,6-Dinitro-1-phenyl-1H-indazoles (R = CHO, CN, 1,3-dioxolan-2-yl) react regiospecifically with anionic O-, S-, and N-nucleophiles, in particular, with replacement of only the 4-NO2 group. Thus previously unknown 3-R-4-Nu-6-nitro-1-phenyl-1H-indazoles were synthesized (Nu is a nucleophile residue). 相似文献
18.
P. Sambasiva Rao K. Chinna Ashalu G. Jitender Dev N. Ravi Kumar P. V. S. S. Srinivas B. V. Thomas 《合成通讯》2017,47(5):457-462
1-Phenyl-1,2,3-triazole-4-carbaldehyde 1 was treated with different N-alkyl hydroxylamine hydrochlorides 2 using NaHCO3 to obtain 1,2,3-triazole substituted N-alkyl nitrones 3a–c. The nitrones 3a–c were further reacted with different substituted olefins and furnished 2-alkyl-3-(1-phenyl-1H-1,2,3-triazol-4-yl)-5-(substituted)isoxazolidine derivatives 4a–p in high yields via 1,3-dipolar cycloaddition reaction. 相似文献
19.
V. L. Gein N. N. Kasimova Z. G. Aliev M. I. Vakhrin 《Russian Journal of Organic Chemistry》2010,46(6):875-883
The reactions of methyl 2,4-dioxo-4-phenylbutanoate and methyl 2,4-dioxopentanoate with a mixture of an aromatic aldehyde
and propane-1,2-diamine, depending on the initial reactant ratio, gave 4-acyl-1-(2-aminopropyl)-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones and 1,1′-(propane-1,2-diyl)bis(4-acetyl-3-hydroxy-5-phenyl-2,5-dihydro-1H-pyrrol-2-one). Reactions of substituted 1-(2-aminopropyl)-2,5-dihydro-1H-pyrrol-2-ones with aromatic amines and hydrazines were studied, and the structure of one of the products, 5-(2-aminopropyl)-3,4-diphenylpyrrolo[3,4-c]pyrazol-6-one, was proved by X-ray analysis. 相似文献
20.
Krayushkin M. M. Ivanov S. N. Martynkin A. Yu. Lichitsky B. V. Dudinov A. A. Vorontsova L. G. Starikova Z. A. Uzhinov B. M. 《Russian Chemical Bulletin》2002,51(9):1731-1736
Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)ethenes containing the imidazol-2-one, 1,3-dioxol-2-one, or 1,3-oxazol-2-one fragments as ethene bridges. These compounds were demonstrated to exhibit the photochromic properties. The cyclic forms of some imidazolone and oxazolone photochromes possess high thermal stability. The structure of photochromic 4,5-bis(4-acetyl-2,5-dimethyl-3-thienyl)-3-methyl-2,3-dihydro-1,3-oxazol-2-one was established by X-ray diffraction analysis. The molecule adopts an anti-parallel conformation similar to that of perfluorocyclopentene-bridged dithienylethenes. 相似文献