共查询到20条相似文献,搜索用时 0 毫秒
1.
Musa Özil Fatih İslamoğlu Emre Menteşe Bahittin Kahveci 《Helvetica chimica acta》2010,93(10):1967-1974
The novel 4‐amino‐ or 4‐aryl‐substituted 2,4‐dihydro‐5‐[(4‐trifluoromethyl)phenyl]‐3H‐1,2,4‐triazol‐3‐ones 3a – 3g were synthesized by reaction of N‐(ethoxycarbonyl)‐4‐(trifluoromethyl)benzenehydrazonic acid ethyl ester ( 2 ) and primary amines or hydrazine by microwave irradiation. Compounds 3a – 3g were potentiometrically titrated with tetrabutylammonium hydroxide (Bu4NOH) in four nonaqueous solvents, i.e., iPrOH, tBuOH, MeCN, and N,N‐dimethylformamide (DMF). Also half‐neutralization potential values and the corresponding pKa values were determined in all cases. 相似文献
2.
The hitherto unreported, highly functionalized 1H‐pyrazole‐3‐carboxylates 3 have been synthesized in good yields via a one‐pot three‐component domino reaction of phenylhydrazines, dialkyl acetylenedicarboxylates, and ninhydrin under mild conditions for the first time. No co‐catalyst or activator is required for this multicomponent reaction, and the reaction is, from an experimental point of view, simple to perform (Scheme 1). The structures of compounds 3 were corroborated spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this type of cyclization/addition reaction is proposed (Scheme 2). 相似文献
3.
An efficient procedure for the synthesis of N‐alkyl‐2,5‐diaryl‐1,3‐dioxol‐4‐amines 3 via a one‐pot reaction of aromatic aldehydes 2 and alkyl isocyanides 1 at room temperature in good yields is described (Scheme 1, Table). 相似文献
4.
Alagusundaram Ponnuswamy Poovan Shanmugavelan Sangaraiah Nagarajan Murugan Sathishkumar 《Helvetica chimica acta》2012,95(6):922-928
An efficient and rapid, solvent‐free, microwave‐accelerated, one‐pot, three‐component protocol for the synthesis of spirothiazolidin‐4‐ones from organic azides is reported for the first time via Staudinger/aza‐Wittig coupling/cyclization. The solvent‐free approach overcomes the limitations associated with the prevailing solution‐phase methodologies in the case of amines. In particular, its novelty is that it eradicates the vital limitation, i.e., the accumulation of H2O (by‐product), which is known to affect the yield and rate of the reaction, thus affording the spirothiazolidin‐4‐ones in short reaction times in excellent yields. 相似文献
5.
Mehdi Adib Ehsan Sheikhi Morteza Karimzadeh Hamid Reza Bijanzadeh Massoud Amanlou 《Helvetica chimica acta》2012,95(5):788-794
A simple synthesis of N2‐alkyl‐N3‐[2‐(1,3,4‐oxadiazol‐2‐yl)aryl]benzofuran‐2,3‐diamines 5 via a one‐pot four‐component reaction is described (Scheme 1). A mixture of N‐(isocyanoimino)triphenylphosphorane ( 1 ), a 2‐aminobenzoic acid 2 , a 2‐hydroxybenzaldehyde 3 , and an isocyanide 4 in absolute EtOH at room temperature undergoes a smooth reaction to afford 5 in excellent yields (Table). 相似文献
6.
A facile one‐pot, three‐component protocol for the synthesis of novel spiro[3H‐indole‐3,2′‐thiazolidine]‐2,4′(1H)‐diones by condensing 1H‐indole‐2,3‐diones, 4H‐1,2,4‐triazol‐4‐amine and 2‐sulfanylpropanoic acid in [bmim]PF6 (1‐butyl‐3‐methyl‐1H‐imidazolium hexafluorophosphate) as a recyclable ionic‐liquid solvent gave good to excellent yields in the absence of any catalyst (Scheme 1 and Table 2). The advantages of this protocol over conventional methods are the mild reaction conditions, the high product yields, a shorter reaction time, as well as the eco‐friendly conditions. 相似文献
7.
Synthesis of Novel α‐(Acyloxy)‐α‐(quinolin‐4‐yl)acetamides by a Three‐Component Reaction between an Isocyanide,Quinoline‐4‐carbaldehyde,and Arenecarboxylic Acids
下载免费PDF全文
![点击此处可从《Helvetica chimica acta》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Jafar Taran Ali Ramazani Sang Woo Joo Katarzyna Ślepokura Tadeusz Lis 《Helvetica chimica acta》2014,97(8):1088-1096
Novel α‐(acyloxy)‐α‐(quinolin‐4‐yl)acetamides were synthesized by the Passerini three‐component reaction between an isocyanide, quinoline‐4‐carbaldehyde, and arenecarboxylic acids in H2O. The reactions were carried out in one pot at room temperature with quantitative yields. 相似文献
8.
Ali Reza Kazemizadeh Nasrin Hajaliakbari Roghayeh Hajian Nahid Shajari Ali Ramazani 《Helvetica chimica acta》2012,95(4):594-597
The three‐component reaction of isocyanides 1 , carbodiimides 2 , and trimethylsilyl azide ( 3 ) occurs at room temperature, and the produced 1,5‐disubstituted 1H‐tetrazole derivatives 4 are formed in 81–98% yields (Scheme 1, Table). The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions are observed. 相似文献
9.
An Efficient Synthesis of Spiro‐oxindole Derivatives by Three‐Component Reactions in Water
下载免费PDF全文
![点击此处可从《Helvetica chimica acta》网站下载免费的PDF全文](/ch/ext_images/free.gif)
An efficient synthesis of (3S)‐1,1′,2,2′,3′,4′,6′,7′‐octahydro‐9′‐nitro‐2,6′‐dioxospiro[3H‐indole‐3,8′‐[8H]pyrido[1,2‐a]pyrimidine]‐7′‐carbonitrile is achieved via a three‐component reaction of isatin, ethyl cyanoacetate, and 1,2,3,4,5,6‐hexahydro‐2‐(nitromethylidene)pyrimidine. The present method does not involve any hazardous organic solvents or catalysts. Also the synthesis of ethyl 6′‐amino‐1,1′,2,2′,3′,4′‐hexahydro‐9′‐nitro‐2‐oxospiro[3H‐indole‐3,8′‐[8H]pyrido[1,2‐a]pyrimidine]‐7′‐carboxylates in high yields, at reflux, using a catalytic amount of piperidine, is described. The structures were confirmed spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS data) and by elemental analyses. A plausible mechanism for this reaction is proposed (Scheme 2). 相似文献
10.
Laleh Torkian Minoo Dabiri Peyman Salehi Morteza Bararjanian 《Helvetica chimica acta》2011,94(8):1416-1425
The 1‐{[(1H‐1,2,3‐Triazol‐4‐yl)methoxy]phenyl}‐1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives 5 were synthesized by a simple and efficient method, i.e., by the four‐component, one‐pot condensation reaction of phthalohydrazide 4 , a (propargyloxy)benzaldehyde 1 , an active methylene compound 3 (malononitrile or ethyl cyanoacetate), and an azide 2 in the presence of Cu(OAc)2/sodium L ‐ascorbate as catalyst and 1‐methyl‐1H‐imidazolium trifluoroacetate ([Hmim](CF3COO)) as an ionic‐liquid medium in good to excellent yields (Scheme 1). 相似文献
11.
Microwave‐assisted arylation of 1H‐imidazoles and N,N′‐carbonyldiimidazole under ligand‐free copper‐mediated conditions in tetraethyl orthosilicate is reported. Valuable evidence for understanding of the Cu‐catalyzed mechanism of the Ullmann reaction is also presented. 相似文献
12.
Abdolali Alizadeh Hamid Reza Esmaili zand Vahid Saberi Javad Mokhtari 《Helvetica chimica acta》2013,96(12):2240-2244
An efficient approach for the preparation of functionalized 5‐aryl‐3‐(methylsulfanyl)‐1H‐pyrazoles 2 is described. This three‐component reaction between benzaldehydes 1 , NH2NH2?H2O, and 1,1‐bis(methylsulfanyl)‐2‐nitroethene proceeds in EtOH under reflux conditions in good‐to‐excellent yields. The structures of 2 were corroborated spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS). A plausible mechanism for this type of reaction is proposed (Scheme 2). 相似文献
13.
An efficient method has been developed for the synthesis of a novel series of unsymmetrically 3,3‐disubstituted oxindoles in good‐to‐high yields by a one‐pot three‐component condensation reaction of 2‐hydroxynaphthalene‐1,4‐dione, an isatin, and a barbituric acid derivative, in H2O, and with p‐toluenesulfonic acid as a catalyst, at 90°. The effects of solvent, temperature, and the amount of catalyst on the yield of the reaction have been investigated. Additionally, the influence of hydrophilicity and hydrophobicity of the reactants on the selectivity of products has been examined. 相似文献
14.
Synthesis of a New Library of Pyrano‐phenazine Derivatives via a Novel Three‐Component Protocol
下载免费PDF全文
![点击此处可从《Helvetica chimica acta》网站下载免费的PDF全文](/ch/ext_images/free.gif)
The pyrano‐phenazine derivatives 6 were synthesized by an efficient procedure using the reaction between benzo[a]phenacin‐5‐ols with the condensation product of an aldehyde with Meldrum's acid in the presence of a catalytic amount of Et3N at ambient temperature. The procedure is very simple, and products could be separated from the reaction media by simple filtration. High functional‐group tolerance both in the benzo[a]phenazin‐5‐ol and aldehyde moieties, facile reaction procedure, medium‐to‐high yields, and simple separation of the products from the reaction media are the advantages of this route. 相似文献
15.
Guang‐Liang Song Hong‐Jun Zhu Lei Chen Shan Liu Zhong‐Hua Luo 《Helvetica chimica acta》2010,93(12):2397-2405
Six novel disubstituted phenylene‐linked bis‐imidazole derivatives, 3a – 3f , were prepared by a one‐pot, microwave‐assisted method under solvent‐free conditions, in yields ranging from 61.6 to 85.6%. The new compounds were characterized by 1H‐ and 13C‐NMR, UV/VIS, and fluorescence spectroscopy, and mass spectrometry, as well as by elemental analyses. The influence of substituents and solvents on the optical properties of 3a – 3f was investigated. It was found that there is little influence on absorption and excitation spectra in contrast to emission spectra. Compounds 3a – 3f exhibit strong fluorescence in solution, their fluorescence quantum yields ranging from 0.27 to 0.96. 相似文献
16.
17.
Hashem Sharghi Mona Hosseini‐Sarvari Fatemeh Moeini Reza Khalifeh AlirezaSalimi Beni 《Helvetica chimica acta》2010,93(3):435-449
A safe, efficient, and improved procedure for the regioselective synthesis of 1‐(2‐hydroxyethyl)‐1H‐1,2,3‐triazole derivatives under ambient conditions is described. Terminal alkynes reacted with oxiranes and NaN3 in the presence of a copper(I) catalyst, which is prepared by in situ reduction of the copper(II) complex 4 with ascorbic acid, in H2O. The regioselective reactions exclusively gave the corresponding 1,4‐disubstituted 1H‐1,2,3‐triazoles in good to excellent yields. This procedure avoids the handling of organic azides as they are generated in situ, making this already powerful click process even more user‐friendly and safe. The remarkable features of this protocol are high yields, very short reaction times, a cleaner reaction profile in an environmentally benign solvent (H2O), its straightforwardness, and the use of nontoxic catalysts. Furthermore, the catalyst could be recovered and recycled by simple filtration of the reaction mixture and reused for ten consecutive trials without significant loss of catalytic activity. No metal‐complex leaching was observed after the consecutive catalytic reactions. 相似文献
18.
Shu‐Liang Wang Jie Ding Fen Shi Yin‐Ping Liu Bo Jiang Ning Ma Shu‐Jiang Tu 《Journal of heterocyclic chemistry》2012,49(3):521-525
A novel and efficient access to 2‐(argio(3‐methyl‐5‐oxo‐1‐phenyl‐4,5‐dihydro‐1H‐pyrazol‐4‐yl)methyl)‐3‐hydroxynaphthalene‐1,4‐dione derivatives from readily available substrates in neat water is described with aid of microwave irradiation. The results of our study provide a green, simple and practical one‐pot approach to the synthesis of 3‐hydroxynaphthalene‐1,4‐dione analogs in excellent yields without further purification. 相似文献
19.
Mohammad Bayat Nader Zabarjad Shiraz Soheila Shafei Asayesh 《Helvetica chimica acta》2010,93(11):2218-2223
An effective route to functionalized 2H‐chromene (=2H‐1‐benzopyran) derivatives 4 is described (Scheme 1). This involves the reaction of a 1,1‐diactivated alkene, resulting from the reaction of dimedone (=5,5‐dimethylcyclohexane‐1,3‐dione; 1a ) with methyl chloroglyoxylate (ClC(O)COOMe), benzyl carbonochloridate (ClC(O)OCH2Ph) or 3,5‐dinitrobenzoyl chloride (3,5‐(NO2)2C6H3C(O)Cl), and a dialkyl acetylenedicarboxylate (=dialkyl but‐2‐ynedioate) in the presence of Ph3P which undergo intramolecular Wittig reaction to produce 2H‐chromene derivatives (Scheme 1). 相似文献
20.
Ali Ramazani Morteza Rouhani Aram Rezaei Nahid Shajari Ali Souldozi 《Helvetica chimica acta》2011,94(2):282-288
Reactions of biacetyl (=butane‐2,3‐dione) with (N‐isocyanimino)triphenylphosphorane in the presence of aromatic carboxylic acids proceed smoothly at room temperature and under neutral conditions to afford 3‐(5‐aryl‐1,3,4‐oxadiazol‐2‐yl)‐3‐hydroxybutan‐2‐one derivatives in high yields. 相似文献