共查询到20条相似文献,搜索用时 46 毫秒
1.
2.
Yamazaki S Morikawa S Iwata Y Yamamoto M Kuramoto K 《Organic & biomolecular chemistry》2004,2(21):3134-3138
A novel cyclization reaction of ethenetricarboxylate derivative aromatic compounds in the presence of various Lewis acids gave benzo-annulated cyclic compounds such as oxindole and benzofuran derivatives via Friedel-Crafts intramolecular Michael addition in high yields. For example, the reaction of diethyl 2-[(N-methyl-N-phenylcarbamoyl)methylene]malonate (1a) in the presence of ZnCl2 at room temperature gave diethyl 2-(1-methyl-2-oxoindolin-3-yl)malonate (2a) in 98% yield. The reactions also proceeded with a catalytic amount of a Lewis acid such as AlCl3, ZnCl2, ZnBr2, Sc(OTf)3, or InBr3. 相似文献
3.
Maria Teresa Cocco Cenzo Congiu Antonio Maccioni Antonio Plumitallo 《Journal of heterocyclic chemistry》1989,26(6):1859-1862
An efficient route allowing the synthesis of 6-amino and 6-ethoxy-2(1H)-pyridone derivatives by reaction of ethyl cyanoacetimidate, ethyl ethoxycarbonylacetimidate and related acetamidines with diethyl ethoxymeth-ylenemalonate (EMME) is reported. The formation of dienamino derivatives as intermediates and their heterocyclization to the 2(1H)-pyridone derivatives is described. 相似文献
4.
ZHANG Long HE WeiWei LIANG YongMin & CUI YuXin State Key Laboratory of Natural Biomimetic Drugs School of Pharmaceutical Sciences Peking University Beijing China State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 《中国科学B辑(英文版)》2009,(7)
While studying the electrophilic cyclization of acetylenic malonates in synthesizing malonate indene derivatives with high regio and stereo-selectivity, we found that the CH2 and CH3 protons of two COOCH2CH3 groups in some diethyl malonate indene derivatives showed very interesting spin-spin coupling and signal multiplicity. To explain those phenomena, we synthesized several diethyl malonate indene derivatives, and then used 1H NMR spectra and molecular modeling to investigate the CH2CH3 spin system of thes... 相似文献
5.
Manoranjan BeheraR. Venkat Ragavan M. SambaiahBalaiah Erugu J. Rama Krishna Reddy K. MukkantiSatyanarayana Yennam 《Tetrahedron letters》2012,53(9):1060-1062
An efficient method for the synthesis of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC) has been described. Using this method many sterically hindered and highly substituted mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate were synthesized in high yield. 相似文献
6.
Catalytic asymmetric 1,3-dipolar cycloaddition of various azomethine ylides with diethyl 2-(3,3-diphenylpropa-1,2-dienylidene)malonate has been developed successfully with good to excellent enantioselectivity for the effcient construction of 3-vinylidene-pyrrolidine derivatives containing a unique allene moiety. 相似文献
7.
Vyacheslav Ya. Sosnovskikh Alexander V. SafryginViktor A. Anufriev Oleg S. EltsovViktor O. Iaroshenko 《Tetrahedron letters》2011,52(47):6271-6274
While 2-(trifluoromethyl)chromones react with cyanoacetamides in the presence of sodium ethoxide to produce 6-(2-hydroxyaryl)-4-(trifluoromethyl)-2-oxo-1,2-dihydropyridine-3-carbonitriles, their reactions with ethyl cyanoacetate and diethyl malonate under the same conditions took an entirely different course and gave novel functionalized derivatives of 6H-benzo[c]chromen-6-one. 相似文献
8.
Leslie W. Deady Maureen F. Mackay Dianne M. Werden 《Journal of heterocyclic chemistry》1989,26(1):161-168
The reactions of ethyl (1,4-dihydro-4-oxoquinazolin-2-yl)acetate 4 and 2-aminoquinazolin-4(1H)-one 5 with diethyl ethoxymethylenemalonate (EMME), (ethoxymethylene)malononitrile (EMMN) and ethyl (ethoxymethylene)cyanoacetate (EMCA) are reported, and rather different results are obtained to those previously found with quinoline analogs. Reaction of 4 with EMME gives a pyrido[1,2-a]quinazoline, while with EMMN and EMCA ethyl 2-(pyridin-2-yl)aminobenzoates are formed, presumably by ring-opening of intermediate pyrido[2,1-b]quinazolines. Reaction of 5 with EMME likewise results in ultimate cyclization onto N-1 of the quinazoline, while the EMMN and EMCA reactions give isolable pyrimido[2,1-b]quinazolines. These are readily cleaved under mild conditions. 相似文献
9.
Zhang TH Wang GW Lu P Li YJ Peng RF Liu YC Murata Y Komatsu K 《Organic & biomolecular chemistry》2004,2(12):1698-1702
Solvent-free reactions of C(60) with active methylene compounds, either with or without carbon tetrabromide (CBr(4)), in the presence of a base under high-speed vibration milling (HSVM) conditions were investigated. The reaction of C(60) with diethyl bromomalonate was conducted under HSVM conditions in the presence of piperidine, triethylamine or Na(2)CO(3) to afford cyclopropane derivative. In the presence of CBr(4), methanofullerenes, and could be obtained by the direct reaction of C(60) with diethyl malonate, dimethyl malonate, ethyl acetoacetate and ethyl cyanoacetate, respectively, with the aid of 1,8-diazabicyclo[5,4,0]undec-7-ene, piperidine, triethylamine or Na(2)CO(3). More interestingly, 1,4-bisadducts and were produced by the reaction of C(60) with diethyl malonate and dimethyl malonate in the presence of piperidine, triethylamine or Na(2)CO(3) under HSVM conditions. On the other hand, dihydrofuran-fused C(60) derivatives, and were obtained from the reaction of C(60) with ethyl acetoacetate, 2,4-pentanedione and 5,5-dimethyl-1,3-cyclohexanedione with the aid of a base. Under the same conditions, less activated aryl methyl ketones such as 2-acetylpyridine, 2-acetylpyrazine and acetophenone provided monocarbonylated methanofullerene derivatives, and. Except for the Bingel reactions, all other reactions under the HSVM conditions are considered to proceed according to a single-electron-transfer mechanism. 相似文献
10.
Romanov A. R. Mareev A. V. Popov A. V. Zinchenko S. V. 《Russian Journal of Organic Chemistry》2020,56(9):1576-1581
Russian Journal of Organic Chemistry - The reaction of 4-aryl-3-bromo-1,1,1-trifluorobut-3-en-2-ones with diethyl malonate afforded diethyl 2-aryl-3-(trifluoroacetyl)cyclopropane-1,1-dicarboxylates... 相似文献
11.
V. M. Berestovitskaya M. V. Selivanova M. I. Vakulenko I. E. Efremova G. A. Berkova 《Russian Journal of Organic Chemistry》2009,45(12):1814-1817
2-Benzylidene-3-methyl-4-nitro-2,5-dihydrothiophene 1,1-dioxide reacted with acyclic CH acids (acetylacetone, diethyl malonate,
and its derivatives) according to the 1,4-addition pattern, whereas reactions of the title compound with cyclohexane-1,3-dione
and 5,5-dimethylcyclohexane-1,3-dione (dimedone) were complicated by subsequent intramolecular heterocyclization leading to
thieno[3,2-b]chromene derivatives. 相似文献
12.
The key intermediate, diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl)propane-1,3-dioate (13), for the immunomodulatory agent FTY720 (2: fingolimod) was synthesized via Michael addition of diethyl(acetylamino)malonate (6) to 4-octanoylstyrene (12). 相似文献
13.
Voronkova V. A. Komkov A. V. Shashkov A. S. Dorokhov V. A. 《Russian Chemical Bulletin》2011,60(1):148-152
The debenzoylation of 2-[(amino)(benzoylamino)methylidene]cyclohexane-1,3-diones (addition products of cyclohexane-1,3-diones
with benzoylcyanamide) affords the corresponding 2-diaminomethylidenecyclohexane-1,3-diones. The latter act as N,N-dinucleophiles in reactions with diethyl malonate in the presence of MeONa to form 6-hydroxy-2-(2,6-dioxocyclohexylidene)-1,2-dihydropyrimidin-4(3H)-ones. This reaction performed at 200 °C in the absence of bases results in the subsequent self-condensation of the dihydropyrimidinones
to give 4,5′-bipyrimidine derivatives. 相似文献
14.
《Tetrahedron letters》1988,29(13):1565-1568
Reaction of dipeptides with N-bromosuccinimide results in selective α-bromination of glycine residues. Subsequent reactions of brominated peptides with diethyl malonate and allyltributyltin afford the diethyl malonyl- and allyl-substituted glycine derivatives, respectively. 相似文献
15.
S. V. Reznichenko S. I. Popov N. S. Dokunikhint 《Chemistry of Heterocyclic Compounds》1976,12(12):1352-1355
5,7-Dinitro derivatives are formed in the nitration of 2H,10H-anthra[1,9,8-c,d,e,f]-2,7-naphthyridine-1,6,11-trione and its N,N'-dimethyl derivatives. 5,7-Dichloro- and 5,7-dibromoanthranaphthyridine-1,6,11-triones were obtained by reaction of 1,8-diamino-4,5-dihaloanthraquinones with diethyl malonate. Disubstituted anthranaphthyridine triones react with amines to give the corresponding 5,7-diaryl(alkyl)aminoanthranaphthyridine 1,6,11-triones.See [1] for communication I.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1645–1648, December, 1976. 相似文献
16.
The K2CO3 (10 mol %)-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones leading to polyfunctionalized beta,gamma-unsaturated enones 3 or 4 was studied. With 3-unsubstituted 1-substituted-1,2-allenyl ketones, the highly selective formation of beta,gamma-unsaturated enones 4 was observed; with 1,2-allenyl ketones bearing one or two 3-substituents in the allenyl group, only beta,gamma-unsaturated enones 3 with an unmigrated carbon-carbon double bond were produced; with 3-monosubstituted-1,2-allenyl ketones Z-beta,gamma-unsaturated enones 3 were formed with excellent stereoselectivity (E:Z > 96:4); with propadienyl ketones, mixtures of beta,gamma-unsaturated enones 3 and 4 were formed. alpha-Pyrone derivatives were synthesized via the K(2)CO(3)-catalyzed or -promoted reaction of 1,2-allenic ketones with diethyl malonate via a sequential Michael addition-carbon-carbon double bond migration-lactonization process. 相似文献
17.
Roland Heckendorn 《Helvetica chimica acta》1987,70(8):2118-2129
A useful synthetic principle for the preparation of N-heterocycles consists in the base treatment of azoma-lonates carrying electrophilic centers in the side chain. Thus, pharmacologically active triazolo[1,4]benzodiazepine-carboxamides can be prepared in one step from azomalonates derived from 2-aminobenzophenones and diethyl (2-chloroacetamido)malonate. The same malonate coupled with diazotized 3-amino-2-chloropyridine leads in 2 steps to 3 novel pyridotriazoloazines. Similarly, N-protected 2-amino-diphenylamine derivatives are converted into triazoloquinoxaline-carboxylic acids. The heteocycles are further characterized by functional-group inter-conversion. Some mechanistic aspects of the azomalonic-ester synthesis are discussed. 相似文献
18.
Bazhin D. N. Schegol’kov E. V. Kudyakova Yu. S. Burgart Ya. V. Saloutin V. I. 《Russian Chemical Bulletin》2011,60(5):929-932
The reaction of the C-ethoxymagnesium derivative of diethyl malonate with polyfluorobenzoyl chlorides affords the corresponding
(polyfluorobenzoyl)malonates prone to thermal cyclization into coumarin derivatives. The compounds obtained are inherent in
keto—enol tautomerism. 相似文献
19.
Condensation of 3-amino-4-cyanopyrazole (1) with ethylacetoacetate, ethyl cyanoacetate, diethyl malonate and acetylacetone afforded pyrazolo[1,5-a]pyrimidine derivatives (2—8a). Other compounds (8b—h) of this ring system were obtained by treatment of 1 with arylidenemalononitrile and ethylarylidenecyanoacetate. And the reaction of compound (1) with activated acetylenes yeilded pyrazolo[1,5-a]pyrimidine derivatives (11a—b). 相似文献
20.
Johannes Reisch Marlies Iding Ingo Von Bassewitz 《Journal of heterocyclic chemistry》1993,30(4):977-979
Ethyl 4-hydroxy-1-methyl-3-quinolin-2(1H)-onecarboxylate ( 1 ) which is obtained conveniently by the condensation of N-methylisatoic anhydride with diethyl malonate [4], was reacted with 1,4-dibromo-2-methyl-butene ( 2 ) to give the main products 3 and 4 and the dimeric derivatives 5 and 6 . 相似文献