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1.
Chalcone-like compounds 3a–l, 2-(benzylidene)-3,4-dihydronaphthalen-1(2H)-one, were synthesized from the addition of different benzaldehyde derivatives (2a–l) to 1,2,3,4-tetrahydro-1-napthalone (1) in basic medium. Mn(OAc)3-mediated addition of dimedone (4) to chalcone-like compounds gave the spirobenzofuran derivatives (5a-l), 6,6-dimethyl-3-aryl-3′,4′,6,7-tetrahydro-1′H,3H-spiro[benzofuran-2,2′-naphthalene]-1′,4 (5H)-dione, in good yields. The structures of synthesized compounds 5a–l were elucidated on basis of spectral data (NMR, IR) and elemental analysis. In addition, their antibacterial activities were screened against some human pathogenic microorganisms. 相似文献
2.
L. Kh. Galstyan K. S. Avetisyan R. A. Tamazyan A. G. Aivazyan 《Russian Journal of Organic Chemistry》2014,50(3):394-397
3a′,8′-Dimethyl-3a′,5′-dihydro-1′H,3′H-dispiro[cyclohexane-1,3′-furo[3,4-f][2]benzofuran-5′,1″-cyclohexane]-1′,7′(4′H)-dione was synthesized by reaction of 3-acetyl-4-methyl-1-oxaspiro[4.5]dec-3-en-2-one with potassium hydroxide in water. 相似文献
3.
V. A. Samsonov Yu. V. Gatilov V. A. Savel’ev S. S. Baranova 《Russian Journal of Organic Chemistry》2012,48(3):399-410
Reactions of 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide with aliphatic amines and sodium hydroxide resulted
in removal of one N-oxide oxygen atom and formation of 4-alkylamino- or 4-hydroxy-substituted 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1-oxides,
respectively. The title compound reacted with ammonia and methylamine in the presence of MnO2 with conservation of both N-oxide moieties, and the products were 4-amino- and 4-methylamino-5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxides.
The reactions with aromatic amines were accompanied by removal of both N-oxide oxygen atoms with formation of N-aryl-5-nitrospiro[benzimidazole-2,1′-cyclohexane]-4-amines. In the reactions of 5-nitrospiro-[benzimidazole-2,1′-cyclohexane]
1,3-dioxide with sodium azide and aromatic amine hydrochlorides nucleophilic replacement of the 5-nitro group by azido or
arylamino occurred, in the first case both N-oxide fragments being conserved. The reactions with aromatic amine hydrochlorides afforded N-aryl-5-nitrospiro[benzimidazole-2,1′-cyclohexan]-4-amine 1-oxides. Treatment of 5-nitrospiro[benzimidazole-2,1′-cyclohexane]
1,3-dioxide with sodium cyanide led to the formation of 5-oxo-3,5-dihydrospiro[benzimidazole-2,1′-cyclohexane]-4-carbonitrile
1-oxide. 相似文献
4.
Konovalova V. V. Shklyaev Yu. V. Maslivets A. N. 《Russian Journal of Organic Chemistry》2011,47(7):1119-1120
Russian Journal of Organic Chemistry - 相似文献
5.
A. N. Perevoshchikova A. A. Gorbunov Yu. S. Rozhkova P. A. Slepukhin Yu. V. Shklyaev 《Russian Journal of Organic Chemistry》2014,50(4):513-517
The reaction of 1-(4-methoxyphenyl)-1-(1-methylcyclohexyl)ethanol with nitriles in concentrated sulfuric acid afforded 1′-substituted 6′-methoxy-4′,4′-dimethyl-4′H-spiro[cyclohexane-1,3′-isoquinolines] as a result of consecutive Wagner-Meerwein rearrangement and Ritter reaction. 相似文献
6.
Russian Journal of Organic Chemistry - 6′,7′-Dimethoxy-N-methyl-2′,3′-dihydro-1′H-spiro[cyclopentane-1,4′-isoquinoline]-1′-carboxamide reacted with... 相似文献
7.
Seyed Esmaeil Sadat Ebrahimi Nasrin Nozari Saeed Bahadorikhalili Azadeh Yahya-Meymandi Alireza Foroumadi Bagher Larijani Mahmood Biglar Mohammad Mahdavi 《Journal of heterocyclic chemistry》2020,57(8):3161-3166
In this paper, an efficient method is introduced for the synthesis of 7′,9′-disubstituted 6′,9′-dihydro-2H,7′H-spiro[pyrimidine-5,8′-[1,3]dioxolo[4,5-f]quinoline]-2,4,6(1H,3H)-trione derivatives under mild and “green” reaction conditions. The method is based on one-pot multicomponent reaction of an aldehyde, barbituric acid, and benzo[d][1,3]dioxol-5-amine in ethanol as a green and environmentally friendly solvent. The reaction has given the products in the highest isolated yield in the presence of acetic acid as catalyst under reflux conditions. Various aldehydes, bearing electron-donating or -withdrawing functionalities have been used under the optimized conditions and successfully gave the desired products (13 examples) in high isolated yields. 相似文献
8.
Sandra Kolly Hansrudolf Meier Talmo Winkler 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-4)
Abstract Besides the common cyclisation reactions between divalent electrophiles such as Soc12, SC12, etc. and 2,2′-alkylidene-bisphenols 1 with selective attack by the two oxygens yielding dibenzo[d,g][1,3,2]dioxathiocines [1] we observed previously an unusual cyclisation of 1 with S2CI2 with a nucleophilic attack by the ortho- and para-carbon atoms (C(2) and C(4)) of bisphenol 1 [2]. We now report a new type of cyclocondensation reaction of 4,4′,6,6′-tetrasubstituted 2,2′-alkylidene-bisphenols 1 with ClSCOCl affording spiro[1,3-benzoxathiepin-4(5H),1′-cyclohexa[2,4]dien]-2,2′-diones 2 together with the cyclic carbonates 3. The structures of the products were elucidated mainly by l3C-NMR- and 1H-NMR-spectroscopy. The mode of formation of the novel spiro thiocarbonates 2 resp. the known carbonates 3 [3] is discussed. 相似文献
9.
In this paper 1,3-dipolar cycloaddition reaction has been studied. An efficient synthesis of 4′-[3-methyl-5-thioxo-1H-1,2,4-triazol-4(5H)-yl]-2′,5′-diphenyl-2′,4′-dihydro spiro(indolin-3,3′[1,2,4]triazol)-2-one derivatives using triethylamine in MeCN at room temperature is reported. The structures of the obtained compounds were confirmed by means of elemental analysis, MS and spectral (IR, 1H, and 13C NMR) methods. 相似文献
10.
Fahmy M. Asaad Nazih Latif Nawal Mishriky Ibrahim Zeid 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-2):17-18
Abstract In the present investigation, the authors could obtain a new series of spiranes (1) through the reaction of the high potential quinone tetrachloro-o-benzoquinone with 2-aryl-3-phenyl-3H-quinazoline-4-thiones. Thus, 2,3-diphenyl- (2a), 2-p-tolyl-3-phenyl- (2b) and 2-p-anisyl-3-phenyl- (2c)-3H-quinazoline-4-thiones react readily with tetrachloro-o-benzoquinone, in boiling toluene, to give the corresponding spiro-1,3-benzodioxole-2,4′-(3′H)-quinazolines (1a-c), respectively. 相似文献
11.
El-Barbary A. A. El-Brollosy N. R. Pedersen E. B. Nielsen C. 《Monatshefte für Chemie / Chemical Monthly》1995,126(5):593-600
Summary Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (4) was silylated and condensed with methyl 5-azido-2,5-dideoxy-3-O-(4-methylbenzoyl)-D-erythro-pentofuranoside (2) in the presence ofTMS triflate to afford the corresponding protected nucleoside6 and acyclic nucleoside7. Deprotection of6 with MeONa/MeOH at room temperature gave 1-(5-azido-2,5-dideoxy--D-erythro-pentofuranosyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (8) and the corresponding anomer9, whereas compound7 yielded 5-azido-2,5-dideoxy-1-(2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-1-yl)-1-O-methyl-D-erythro-pentitol (10) under the same reaction conditions. 1-(5-Amino-2,5-dideoxy--D-erythro-pentofuranosyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (11) was obtained on treating9 with Ph3P in pyridine followed by hyrolysis with NH4OH. The anomeric nucleosides14 and15 and the corresponding acyclic nucleoside16 were obtained when4 was trimethylsilylated and condensed with methyl 2-deoxy-3,5-di-O-(4-methylbenzoyl)-D-erythro-pentofuranoside (3) followed by deprotection with MeONa in MeOH. Compounds8 and9 were also obtained when the anomeric mixture14/15 was treated with a mixture of NaN3, Ph3P, and CBr4 in dryDMF at room temperature.On leave from Chemistry Department, Faculty of Science, Tanta University, Tanta, Egypt 相似文献
12.
Amol Maruti Jadhav Sandip Gangadhar Balwe Kwon Taek Lim Yeon Tae Jeong 《Tetrahedron》2017,73(19):2806-2813
A green, efficient, and rapid procedure for the synthesis of novel spiro[chromeno[4′,3′:4,5] pyrimido[1,2-b]indazole-7,3′-indoline]-2′,6(9 H)-dione derivatives has been developed by one-pot condensation of 4-hydroxy-2H-chromen-2-one, isatin, and 1H-indazole-3-amine, in the presence of acetic acid in EtOH. This method has the advantages of operational simplicity, and high yield of products via a simple experimental and work-up procedure as compared to the conventional methods. The reaction mechanism and substrate scope of this novel reaction is briefly discussed. 相似文献
13.
Subhendu Naskar Priyankar Paira Rupankar Paira Shyamal Mondal Arindam Maity Abhijit Hazra Krishnendu B. Sahu Pritam Saha Sukdeb Banerjee Peter Luger Manuela Webe Nirup B. Mondal 《Tetrahedron》2010,66(27-28):5196-5203
An environmentally benign protocol has been described for the synthesis of novel 2-(1′,3′-dihydro-1H-[2,3′]biindolyl-2′-ylidene)-indan-1,3-diones/bis-indolylindane-1,3-diones from ninhydrin and 3-substituted/unsubstituted indoles. It uses montmorillonite K-10 as catalyst in a solvent-free condition under microwave irradiation. The method was also used for the synthesis of novel bisindolylindeno[1,2-b]quinoxaline derivatives. 相似文献
14.
Vladimir P. Rybalkin Gennadii S. Borodkin Valerii V. Tkachev Sofiya Yu. Zmeeva Lidiya L. Popova Alexander D. Dubonosov Vladimir A. Bren Sergey M. Aldoshin Vladimir I. Minkin 《Tetrahedron letters》2017,58(27):2648-2650
The first derivative of a novel heterocyclic system, (7E,10aE)-2,7-dimethylfuro[3′,4′:6,7]-cycloocta[1,2,3-cd]indole-8,10(2H,6H)-dione, was synthesized based on the Stobbe condensation of 3-chloro-1-methylindole-2-carbaldehyde with diethyl isopropylidenesuccinate. Cyclization of the 2-indolyl-containing diacid, formed by subsequent hydrolysis of the condensation product, did not lead to the expected fulgide, but rather to an unprecedented tetracyclic compound, the structure of which was established by 1H, 13C NMR, IR spectroscopy, mass-spectrometry and single crystal X-ray diffraction. 相似文献
15.
16.
A combinatorial synthesis and evaluation of antibacterial activity against clinically isolated resistant strains of Gram-positive and Gram-negative bacteria of 3′-(phenylamino)-1′H-spiro[indoline-3,2′-quinazoline]-2,4′(3′H)-dione derivatives is described. 相似文献
17.
《Tetrahedron letters》1988,29(51):6681-6684
The title compound (4) was synthesized by two sequential Friedlaender condensations between pentacyclic bis(ketoester) 2 and o-aminobenzaldehyde. The dihedral angle between the two quinoline rings in 4 is 76.4°; the nonbonded NXXXN interatomic distance in 4 is 4.32 Å. 相似文献
18.
A. V. Zadorozhny V. A. Kovtunenko A. V. Turov T. T. Kucherenko 《Chemistry of Heterocyclic Compounds》2008,44(7):845-851
Treatment of 2-(4-oxo-3,4-dihydrothieno[2,3-d]-and-[3,2-d]pyrimidin-2-ylmethyl)benzoic acids and 2-(4-oxo-3,4-dihydro-2-quinazolinylmethyl)benzoic
acid with acetic anhydride gave thieno[3′,2′:5,6]-and-[2′,3′:5,6]pyrimido[1,2-b]isoquinoline-4,11-diones and isoquino[2,3-a]quinazoline-5,12-dione
respectively. NMR spectroscopy showed that an intramolecular acylation of the above acids occurs at the atom N-1 of the pyrimidinone
part of the bicycle.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1053–1061, July, 2008. 相似文献
19.
H. R. Manjunath S. Naveen C. S. Ananda Kumar S. B. Benaka Prasad M. V. Deepa Naveen M. A. Sridhar J. Shashidhara Prasad K. S. Rangappa 《Journal of Structural Chemistry》2011,52(5):959-963
The title compound 1′-Benzyl-8-(4-fluorobenzyl)-8-azaspiro[bicyclo[3.2.1] octane-3,4′-imidazolidine]-2′,5′-dione, C23H23FN3O2 is synthesized and the structure is investigated by X-ray diffraction studies. The compound crystallizes in the triclinic
crystal class in the P1 space group. The hydantoin ring adopts a planar conformation and is affected by the π conjugation. The pyrrolidine and piperidine
rings in the bicyclo octane moiety adopt envelope and chair conformations respectively. The structure exhibits both inter-
and intramolecular hydrogen bonds of the type N-H...O, C-H...O, and C-H...N. The oxygen atom in the hydantoin ring simultaneously
accepts two hydrogen bonds to form a three-centered hydrogen bonding pattern. 相似文献
20.
V. A. Samsonov Yu. V. Gatilov V. A. Savel’ev 《Russian Journal of Organic Chemistry》2013,49(8):1208-1214
Reactions of 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide with bromine and nitric acid lead to the electrophilic substitution of the hydrogen atom in the meta-position with respect to the nitro group. At thebromination the primarily formed 4-bromo-6-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide when kept in the solution loses an oxygen atom forming 4-bromo-6-nitrospiro[benzimidazole-2,1′-cyclohexane] 1-oxide and an isomerization product, 8-bromo-6-nitrospiro[3H-[2,1,4]benzoxadiazine-3,1′-cyclohexane] 4-oxide. The latter exposed to light turns into 4-bromo-6-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide. The reaction of the initial 1,3-dioxide with nitric acid afforded 4,6-dinitrospiro[benzimidazole-2,1′-cyclohexan]-7-ol 1-oxide whose heating in o-dichlorobenzene resulted in 3,5-dinitro-1,8-diazatricyclo[7.5.0.02,7] tetradeca-2(7),3,5,8-tetraen-6-ol. 相似文献