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1.
V. V. Konovalova Yu. V. Shklyaev P. A. Slepukhin A. N. Maslivets 《Russian Journal of Organic Chemistry》2013,49(11):1628-1631
4-Benzoyl-5-phenylfuran-2,3-dione reacts with 2′,5′,5′-trimethyl-4′,5′-dihydro-4H-spiro[naphthalene-1,3′-pyrrol]-4-one and 8-(2-methoxy-5-methylphenyl)-1,3,3,9-tetramethyl-2-azaspiro[4.5]deca-1,7-dien-6-one with the formation of (Z)-3-benzoyl-5-(5′,5′-dimethyl-4-oxo-4H-spiro[naphthalene-1,3′-pyrrolidin]-2′-ylidene)-4-phenylcyclopent-3-ene-1,2-dione, whose structure was proved by XRD analysis, and of (Z)-3-benzoyl-5-{8-(2-methoxy-5-methylphenyl)-3,3,9-trimethyl-6-oxo-2-azaspiro[4.5]dec-7-en-1-ylidene}-4-phenylcyclopent-3-ene-1,2-dione. 相似文献
2.
Nabil S. Youssef Eman A. El-Zahany Barsoum N. Barsoum Ahmed M. A. El-Seidy 《Transition Metal Chemistry》2009,34(8):905-914
New transition metal complexes of Co(II), Cu(II), Ni(II), and Fe(III) of the ligands 6,6′-(1E,1′E)-(4,5-dimethyl-1,2-phenylene)bis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)bis(7-hydroxy-5-methoxy-2-methyl-4H-chromen-4-one)
H2L1 and 6,6’-(1E,1′E)-cyclohexane-1,2-diylbis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)bis(7-hydroxy-5-methoxy-2-methyl-4H-chromen-4-one)
H2L2 have been prepared and characterized using physio-chemical and spectroscopic methods. The results obtained for the complexes
indicated that the geometries of the metal centres are either square planar or octahedral. Cyclopropanation reactions of unactivated
olefins by ethyldiazoacetate (EDA) in the presence of [L1Cu]·H2O, [L2Cu]·2H2O and [L2*Co]·2H2O as catalysts were examined. The results showed that only [L2*Co]·2H2O can act as a catalyst for the cyclopropanation reaction of unactivated olefins with very high selectivity (up to 99% based
on EDA). 相似文献
3.
D. B. Rubinov T. A. Zheldakova R. A. Zheldakova I. L. Rubinova A. V. Baranovski F. A. Lakhvich 《Russian Journal of General Chemistry》2012,82(1):122-130
Condensation of 2-propanoyl-, 2-butanoyl-, and 2-pentanoylcyclohexane-1,3-diones with aromatic aldehydes in the presence of
secondary amines (diethylamine, pyrrolidine, morpholine, piperidine, and hexamethyleneimine) leads to the formation of the
corresponding 2-[1-(dialkylamino)-2-alkyl-3-aryl-2-propylidene]cyclohexane-1,3-diones and derivatives of 4H-chromen-4,5(6H)-dione. A primary screening of some of the resulting enamino derivatives for fungicidal activity has been performed. 相似文献
4.
The iminium salt, N,N-dimethyl-N-[2-(2-phenyl-4H-l-benzopyran-4-ylidene)ethylidene] imin-ium perchlorate ( 3 ), reacts with secondary amines by exchanging the dimethylimino group for the added amine. Primary amines also reacted with 3 in the same manner. The bis iminium salts, N,N,N',N'-tetramethyl-N,N'-[2-(2-phenyl-4H-l-benzopyran-4-ylidene)-1,3-propanediylidene]-bis(immium perclilorate) ( 4 ) and the corresponding thiapyran derivative ( 5 ), react with ammonia to give 5-dimethylamino-2-phenyl-5H-1-benzopyrano[3,4-c]pyridine ( 10 ) and the thia analog 11 . The reactions of 4 and 5 with primary amines give 3-alkyl-5-dimethylamino-2-phenyl-5H-l-beiizopyrano[3,4-c]pyridinium perclilorate salts or the corresponding thiapyrano compounds. Compounds 4 and 5 react with secondary amines by exchanging the dimethylimino groups with the secondary amine and addition of the amine at the 2-position of the pyran or thiapyran ring. 相似文献
5.
《Journal of Coordination Chemistry》2012,65(24):4371-4386
Herein, we describe the coordination behavior of chromone Schiff bases towards [ReVO]3+ and [ReI(CO)3]+. The reaction between 2-(2-thiolphenyliminomethyl)-4H-chromen-4-one (Htch) and [Re(CO)5Cl] led to fac-[Re(CO)3(bsch)Cl] (1) (bsch = 2-benzothiazole-4H-chromen-4-one). The square pyramidal [ReO(Hns)] (2) {H2ns=bis-[(2-phenylthiolate)iminomethyl]-methyl-1-(2-hydroxyphenyl)prop-2-en-1-one} and octahedral [ReO(OCH3)(PPh3)(Huch)] (3) complexes were isolated from reactions of trans-[ReVOBr3(PPh3)2] with Htch and H3uch [(5Z)-5-((4-hydroxy-2-methoxy-2H-chromen-3-yl)methyleneamino)-6-amino-1,3-dimethylpyrimidine-2,4(1H, 3H)-dione], respectively. The chromone Schiff bases and their metal complexes were fully characterized via NMR-, IR- and UV–Vis spectroscopy, single crystal XRD analysis and conductivity measurements. In addition, DFT studies were conducted to compare selected optimized and experimental parameters of the complexes. 相似文献
6.
E.G. Frandsen 《Tetrahedron》1977,33(8):869-873
The reaction of 4- and 5-aryl-3-methylthio-1,2-dithiolylium iodides with 4-hydroxy-6-methyl-2-pyran-2-one and 4-hydroxycoumarin has been studied. 4-Substituted salts yielded 3-aryl-7-methyl-2-thioxo-2,5-pyrano [3,2-c]pyran-5-ones and 3-aryl-2-thioxo-2H,5H-pyrano[3,2-c]benzo[e]pyran-5-ones, respectively, whereas 5-substituted salts gave rise to 3-(5′-aryl-1′,2′-dithiol-3′-ylidene)-6-methyl-2-pyran-2,4-diones and 3-(5′-aryl-1′,2′-dithiol-3′-ylidene)-2-benzo [b]-pyran-2,4-diones. 相似文献
7.
Synthesis of some dibenzodiazepinone derivatives as potent and m2-selective antimuscarinic compounds
Victor I. Cohen Biyun Jin Miriam S. Gitler Rosanna A. La De Cruz Waclaw J. Rzeszotarski Barry R. Zeeberg Jesse Baumgold Richard C. Reba 《Journal of heterocyclic chemistry》1994,31(4):787-791
Two series of 5-[[4-[4-(dialkylamino)butyl]-l-cyclohexyl]acetyl], and 5-[(dialkylamino)acyl]-10,11-dihydro-5H- dibenzo[b,e][1,4]diazepin-11-ones were synthesized as potential m2-selective ligands 1,2. Their affinity and selectivity for the muscarinic cholinergic receptor m-AChR subtypes were determined. Replacing a nitrogen with CH in the piperidine ring of 5-[[4-[4-(dialkylamino)butyl]-l-piperidinyl]acetyl]-10,11-dihydro-5H-dibenzo-[b,e][1,4]diazepin-11-ones 3 significantly altered the affinity and selectivity to the muscarinic receptor subtypes. 相似文献
8.
Sreenu Pavurala Krishnaiah Vaarla Rajeshkumar Kesharwani Lieve Naesens Sandra Liekens 《合成通讯》2018,48(12):1494-1503
A series of novel 3,3′-(3,3′-(dihydroxy/hydroxyethane-1,2-diyl)bis(7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-6,3-diyl))bis(2H-chromen-2-ones) were prepared by the condensation of thiocarbohydrazide with tartaric acid or malic acid followed by various 3-(2-bromoacetyl)-2H-chromen-2-ones in two steps with good yields. All the synthesized compounds were characterized by analytical and spectral (IR, 1H NMR, 13C NMR, and mass) data. These synthesized bis(triazolothiadiazinyl coumarin) compounds were evaluated for broad spectrum of antiviral activity. Among all the tested compounds, compound 5f exhibited antiviral activity against H1N1 virus. The molecular docking studies of these compounds against H1N1 neuraminidase enzyme were performed. The binding affinity and binding values were compared with standard drugs. 相似文献
9.
Uroš Urši? 《Tetrahedron》2010,66(24):4346-1445
(2E,3Z)-2-(1-Methyl-2,5-dioxoimidazolidin-4-ylidene)-3-[(arylamino- or heteroarylamino)methylene]succinate 5 obtained by [2+2] cycloaddition of (5Z)-5-[(dimethylamino)methylene]-3-methylimidazolidine-2,4-dione (1) and dimethyl acetylenedicarboxylate (2) followed by substitution of the dimethylamino group with aromatic or heteroaromatic amines, afforded by heating in ethanol in the presence of potassium hydroxide, potassium salts 6. Acidification of 6 with hydrochloric acid afforded mixtures of (E)- and (Z)-isomers of methyl 4-(2-hydroxy-1-methyl-5-oxo-1H-imidazol-4(5H)-ylidene)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrrole-3-carboxylates. On the other hand, alkylation of compounds 6 with methyl iodide or benzyl bromide produced the corresponding methyl (E)-4-(2-methoxy- or 2-benzyloxy-1-methyl-5-oxo-1H-imidazol-4(5H)-ylidene)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrrole-3-carboxylates 9, derivatives of a new triazafulvalene system. 相似文献
10.
A unique covalently hydrated cyclazine adduct, 2-imino-6a-hydroxy-4,5,6,6a-tetrahydro-7H-8-thia-J, 4-diazacycl[3.3.2]azin-5-one hydrochloride was prepared by reacting ethyl 4-chloro-acetoacetate with 4,6-diamino-2-thiopyrimidine in neutral alcohol. Neutralization gave 2-imino-5,6a-dihydroxy-6,6a-dihydro-7H-8-thia-1,4-diazacycl[3.3.2]azine which decomposed to 4,6-diamino-2-acetonylthiopyrimidine upon heating in water. Warming the hydrated hydrochloride in concentrated hydrochloric acid caused dehydration to yield 2-imino-5-hydroxy-6H-8-thia-1,4-diazacycl[3.3.2]azine hydrochloride. Partial isomerization (20%) to 2-imino-5-hydroxy-7H-8-thia-1,4-diazacycl[3.3.2]azine hydrochloride occurred during recrystallization from aqueous acidic methanol. The free base, 2-imino-5-hydroxy-7H-8-thia-1,4-diazacycl[3.3.2]azine was obtained after neutralizing either of the tautomeric hydrochlorides. Treating the free base with trifluoroacetic acid produced a mixture of the trifluoroacetate salts of the two tautomeric bases. Isomerization of one trifluoroacetate salt into the other in trifluoroacetic acid was observed by pmr at room temperature. Both 2-amino-5-hydroxy-7-nitroso-8-thia-1,4-diazacycl[3.3.2]azine and 2-amino-5-hydroxy-6-nitroso-8-thia-1,4-diazacycl[3.3.2]azine were isolated after nitrosation of the hydrochloride mixture. 相似文献
11.
Rizk E. Khidre Ibrahim Ali M. Radini Diaa A. Ibrahim 《Phosphorus, sulfur, and silicon and the related elements》2013,188(11):1040-1047
AbstractThe reaction of 3-oxopropanenitriles with phenyl isothiocyanate in DMF containing KOH afforded the corresponding potassium salts. The latter salts were converted into ketene N,S-acetals upon acidification with hydrogen chloride. The reaction of the ketene N,S-acetals with 2-bromo-1-[5-methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]ethan-1-one or 3-(2-bromoacetyl)-2H-chromen-2-one gave novel thiophenes in good yields. Treatment of the ketene N,S-acetals with hydrazonyl halides afforded 1,3,4-thiadiazoles in good yields. The stereochemistry of the synthesized compounds was studied. 相似文献
12.
In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12 , a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14 , the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)2SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AM1 calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13 . 相似文献
13.
A. V. Velikorodov V. A. Ionova E. A. Melent’eva N. N. Stepkina A. A. Starikova 《Russian Journal of Organic Chemistry》2014,50(8):1112-1116
Condensation of methyl N-(3-hydroxyphenyl)carbamate with ethyl trifluoromethylacetoacetate, 2-methoxyethyl acetoacetate in the presence of conc. sulfuric acid, and also with acetonedicarboxylic acid formed in situ from citric acid under the action of conc. sulfuric acid afforded chromene derivatives. The esterification of 2-{7-[(methoxycarbonyl)amino]-2-oxo-2H-chromen-4-yl}acetic acid with methanol in the presence of TsOH provided the corresponding ester. The oxidation of its α-methylene group with selenium dioxide led to the formation of methyl 2-{7-[(methoxycarbonyl)amino]-2-oxo-2H-chromen-4-yl}-2-oxo-acetate entering into a condensation with o-phenylenediamine resulting in a derivative with a dihydroquinoxaline fragment. The reaction of phenyl N-(4-formylphenyl)carbamate with 3-acetyl-2H-chromen-2-one in butanol in the presence of catalytic quantity of piperidine and acetic acid furnished 4-[(E)-3-oxo-2H-chromen-3-yl)-1-propenyl]phenyl N-phenylcarbamate. 相似文献
14.
N-Arylisoindolines 1a-c reacted with (2,4, 7-trinitro-9H-fluoren-9-ylidene)propanedinitrile ( A ) in pyridine with admission of air via a net α-H-atom abstraction and formation of [3-(2-aryl-3-arylimino-2,3-dihydro- 1H-isoindol-1-ylidene)-2-aryl-2,3-dihydro-1H-isoindol-1-ylidene]propanedinitriles 2a-c , N-[2-aryl-3-(2-aryl-3-arylimino-2,3-dihydro-1H-isoindolyl-1-idene)-2,3-dihydro-1H-isoindol-1-ylidene]arenamines 3a, b , N, N'-[2-aryl-1H-isoindole-1,3(2H)-diylidene]bisarenamines 4a, b and N-arylphthalimides 5a-c in moderate yields. 2,4,7-Trinitro-9-fluorenone as well as one reduction product each of the latter and of A, namely compounds 6 and 7 , respectively, are also found. The structure of 2b has been unambiguously confirmed by an X-ray crystal structure analysis. A rationale for the conversions observed is presented. These involve dehydrogenation and oxidative couplings of 1a-c as well as transfer of N-aryl fragment from 1a-c to intermediate products. 相似文献
15.
Abolfazl Olyaei Elaheh Feizy Atiye Aghajanzadeh 《Journal of heterocyclic chemistry》2021,58(3):757-765
An efficient synthetic procedure for the preparation of novel (E)-3-(3,8a-dihydro-2H-oxazolo[3,2-a]pyridin-2-ylidene)chroman-2-one derivatives was developed. A sequential one-pot, two-step tandem reaction starting from 3-(2-bromoacetyl)-2H-chromen-2-one derivatives synthesized, pyridine, and naphthols in the presence of triethylamine proceeded smoothly in acetonitrile under reflux conditions. In this process, 2-oxo-2H-chromen-3-yl)ethyl)pyridinium bromide derivatives as intermediate produced in situ, followed by Michael addition of naphthoxide anion and intramolecular cylization, resulted the corresponding products in good to high yields. All of the compounds were obtained in high purity without any use of more purification. 相似文献
16.
S. S. Koval’skaya N. G. Kozlov E. A. Dikusar 《Russian Journal of Organic Chemistry》2010,46(8):1121-1134
Three-component condensation of [(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]acetaldehyde with naphthalen-1-amine and cyclic β-diketones gave 7-[(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidenemethyl]-7,8,9,10,11,12-hexahydro-7H-benzo[c]acridin-8-one derivatives possessing three or more asymmetric carbon atoms. Steric factors were found to be responsible for
the predominant formation of the (7R)-isomers (R/S ≈ 7: 5) and orientation of substituents in the cyclohexenone fragment. The same factors determined complete regioselectivity
of the reaction with methyl 2,4-dioxocyclohexane-1-carboxylates as dicarbonyl component, which led to exclusive formation
of methyl 8-oxobenzoacridine-11-carboxylates. In the reaction of [(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]acetaldehyde with naphthalen-1-amine and barbituric acid as dicarbonyl component,
the only product was that formed by two-component condensation of barbituric acid with bicyclic aldehyde. 相似文献
17.
William V. Curran 《Journal of heterocyclic chemistry》1973,10(3):307-311
The reaction of 1,2,3,5-telrahydro-6-methoxy-1 -[2-(4-methoxy-1,4-eyelohexadien-1 -yl)eth-yl]-l-methyl-7-isoquinolinol ( 12 ) with hot phosphoric acid afforded (±)-tetrahydro-homoglazio-vine ( 14 ) in good yield. Similar treatment of 1,2,3,4-tetrahydro-6-methoxy-l -[2-(4-methoxy-1,4-cyelohexadien-l-yl)methyl]-2-methyl-7-isoquinolinol ( 13 ) did not produce the desired (±)-tetra-hydroglaziovine ( 18 ) but rather a mixture of diastereomeric 4,5,6,6a?,7,7a?,8,9,11, 11a?-deca-hydro-l-hydroxy-2-metlu>xy-6-methyl-10H-dibenzo[(de,g]quinolin-l-ones (16 and 17) was obtained. 相似文献
18.
A. V. Velikorodov A. K. Kuanchalieva V. A. Ionova 《Russian Journal of Organic Chemistry》2011,47(11):1715-1717
By the reaction of methyl {4(3)-[2-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetyl]phenyl} carbamates with ethyl 3-aminocrotonate at boiling in the mixture toluene-anhydrous ethanol,
2: 1, ethyl 5-{3(4)-[(methoxycarbonyl)amino]phenyl}-2-methyl-4-(2-oxo-2,3-dihydro-1H-indol-3-yl)-1H-pyrrole-3-carboxylates were obtained. The condensation of methyl {3(4)-[2-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetyl] phenyl}carbamates with ethyl acetoacetate in the presence of ammonium acetate and 20 mol% of 1-methyl-3-butylimidazolium
chloride or 1-methyl-3-octylimidazolium tetrafluoroborate at boiling in anhydrous ethanol led to the formation of the corresponding
3-pyrrol-3′-yloxindoles with a carbamate function. 相似文献
19.
S. V. Karpov Ya. S. Kayukov I. N. Bardasov O. V. Kayukova O. V. Ershov O. E. Nasakin 《Russian Journal of Organic Chemistry》2011,47(3):405-407
Potassium 2-aroyl-1,1,3,3-tetracyanopropenides reacted with concentrated hydrochloric acid to give the corresponding 2-[5-amino-2-aryl-2-chloro-4-cyanofuran-3(2H)-ylidene]propanedinitriles. 相似文献
20.
[3,5-Bis(dialkylamino)-4H-1,2,6-thiadiazin-4-ylidene]propanedinitriles 6a-c, react with sodium methoxide or ethoxide to give the corresponding 6-alkoxy-4-dialkylamino substituted pyrrolo[2,3-c][1,2,6]thiadiazine-5-carbonitriles 7a-f in variable yields. These new compounds are fully characterised and two rational mechanisms are proposed for their formation. 相似文献