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Hossein Eshghi Ali Javid Amir Khojastehnezhad Farid Moeinpour Fatemeh F.Bamoharram Mehdi Bakavoli Masoud Mirzaei 《催化学报》2015,(3):299-307
A novel magnetic acidic catalyst comprising Preyssler(H14[Na P5W30O110]) heteropoly acid support‐ed on silica coated nickel ferrite nanoparticles (Ni Fe2O4@Si O2) was prepared.The catalyst was characterized by Fourier transform infrared,scanning electron microscopy,transmission electron microscopy,X‐ray diffraction,energy dispersive spectrum,VSM and particle size neasurement.Its catalytic activity was investigated for the synthesis of bis(dihydropyrimidinone)benzene and 3,4‐dihydropyrimidin‐2(1H)‐ones derivatives by the Biginelli reaction.With the catalyst,the reac‐tions occurred in less than 1 h with good to excellent yields.More importantly,the catalyst was easily separated from the reaction mixture by an external magnet and reused at least five times without degradation in the activity. 相似文献
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二氢嘧啶酮(DHPMs)及其衍生物具有广泛的生物活性,如抗病毒、抗肿瘤、抗癌、抗高血压及消炎等作用[1].此外,DHPMs及其衍生物作为钙通道阻滞剂、α1a-对抗剂和神经肽Y的对抗剂,显示出良好的药理活性[2].更重要的是,最近几种含二氢嘧啶酮-5-羧酸盐的海洋生物碱被成功分离出来,并表现出重要的生物学性质[3],某些可以阻止HIVgp-120-CD4键的形成,是一种潜在的HIV抑制剂[4].因此,对DHPMs及其衍生物的研究成为生物活性有机杂环化合物的研究热点之一. 相似文献
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Hojatollah Khabazzadeh Esmat Tavakolinejad Kermani Tayebeh Jazinizadeh 《Arabian Journal of Chemistry》2012,5(4):485-488
A simple ammonium salt of sulfuric acid in molten state was used as a cheap and mild acidic ionic liquid for efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones in good to excellent yields. 相似文献
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An environmentally benign aqueous protocol for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones and thiones promoted by a green catalyst,silica gel-supported L-pyrrolidine-2-carboxylic acid-4-hydrogen sulfate,has been developed.The use of nontoxic,thermally stable and inexpensive amino acid catalyst makes the process simple with minimal amount of chemical waste.Compared with classical Biginelli reaction conditions,this new method has the advantages of high yields and simple workup procedures. 相似文献
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《Green Chemistry Letters and Reviews》2013,6(3):175-179
Abstract A simple, efficient and environmentally friendly process for synthesis of 3,4-dihydropyrimidinones using a one-pot three-component condensation of aromatic aldehydes, β-dicarbonyl compounds, and urea/thiourea is discussed. The cost-effective, new generation ionic liquid (IL), tri-(2-hydroxyethyl) ammonium acetate was used as both solvent and catalyst. The reactions were carried out using both conventional heating and microwave energy. Application of IL technology with microwave energy represents an attractive and rapid alternative to the conventional acid–base catalyzed thermal processes. 相似文献
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Majid M. Heravi Vahideh Rasmi Fatemeh F. Bamoharram Sodeh Sadjadi Lida Fotouhi Samahe Sadjadi 《合成通讯》2013,43(22):4109-4116
Silica-supported Preyssler nanoparticles appear to be a new and efficient solid acid catalyst for an economical, and environmentally benign one-pot synthesis of 3-substituted phthalides. 相似文献
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Three new metal coordination complexes, namely, [Co ( DPE )(H2O)4]( DPE )( BS )2 ( 1 ), [Co ( DPE )2(H2O)4]( ABS )2 ( 2 ), [Co ( DPE )(H2O)4]( MBS )2(CH3OH)2 ( 3 ) [ DPE = (E)-1,2-di (pyridin-4-yl) ethene, BS = phenyl sulfonic acid, ABS = p-aminobenzene sulfonic acid, MBS = p-methylbenzene sulfonic acid] were obtained under hydrothermal conditions. Complexes 1 - 3 were structurally characterized by X-ray single-crystal diffraction, powder X-ray diffraction and IR. Complexes 1 and 3 exhibit a one-dimensional chain structure, and complex 2 does a zero-dimensional one. These three complexes further generate a three-dimensional supramolecular architecture via strong hydrogen bonding interactions and packing interactions. These three metal coordination complexes show high catalytic performance for green synthesis of a variety of 3,4-dihydropyrimidin-2(1H)-ones through the Biginelli reactions, which show several advantages such as excellent yields, short reaction times, eco-friendly synthesis conditions, and simple isolated workup procedure. Interestingly, the order of catalytic activities for these catalysts is the following: 3 > 1 > 2 , which can be ascribed to the acidities and hydrophobic interactions of phenyl sulfonate groups. 相似文献
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Ravibabu Velpula Janardhan Banothu Rajitha Gali Rajitha Deshineni Rajitha Bavantula 《中国化学快报》2015,26(3):309-312
1-Sulfopyridinium chloride portrayed as an efficient and recyclable ionic liquid for the synthesis of fused3,4-dihydropyrimidin-2(1H)-ones and thiones via a modified Biginelli reaction involving one-pot three component condensation of 6-methoxy-1-tetralone,arylaldehydes and urea/thiourea under solventfree conditions.Analytically pure products are formed within 10–20 min in excellent yields. 相似文献
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Bakers’ yeast (Saccharomyces cerevisiae) efficiently catalyzes the three-component Biginelli reaction of aldehydes, β-keto esters, and urea/thiourea to form 3,4-dihydropyrimidin-2-(1H)-ones in good to excellent yields. 相似文献
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Two different approaches to the synthesis of 1-unsubstituted 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones have been developed. The first includes N(1)-protection of the starting 5-acetyl-3,4-dihydropyrimidine-2(1H)-one, further Claisen–Schmidt reaction, and cleavage of the protecting group. The second approach consists of one-pot condensation of urea, aldehyde, and cinnamoylacetone as dicarbonyl component. The 5-cinnamoylderivative synthesis starting from 5-acetyl-1,3-dialkyl-3,4-dihydropyrimidine-2(1H)-ones is also shown. 相似文献
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Regioselective dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones mediated by ceric ammonium nitrate
P. Shanmugam 《Tetrahedron》2006,62(41):9726-9734
Ceric ammonium nitrate (CAN) has been explored for the regioselective oxidation of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs). Interestingly, we obtained ethyl 2,4-dioxo-6-phenyl-tetrahydropyrimidin-5-carboxylates as the major products during the oxidation of DHPMs by CAN/AcOH at 80 °C. The reaction afforded a mixture of products while employing CAN in organic solvents without additives. However, the regioselective dehydrogenated product, ethyl 6-methyl-4-aryl(alkyl)-pyrimidin-2(1H)-one-5-carboxylate was obtained by performing the reaction with NaHCO3. The single crystal X-ray crystallography of ethyl 6-methyl-4-(2-phenyl)-pyrimidin-2(1H)-one-5-carboxylate revealed that the oxidized product existed in amidic form rather than aromatized enol form of pyrimidines. The efficiency of the present protocol enabled the synthesis of structurally diverse pyrimidines in moderate to good yields under milder reaction conditions. 相似文献
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CoCl2·6H2O催化合成3,4-二氢嘧啶-2-酮衍生物 总被引:4,自引:0,他引:4
3 ,4 二氢嘧啶 2 酮类化合物可用作钙拮抗剂、降压剂、α1a 拮抗物等而成为近年来生物活性有机杂环化合物研究的热点之一[1 ] 。通常该类化合物是用Bigineli[2 ,3] 反应得到的。为了提高其产率 ,人们作了大量的研究工作[4,1 1 ] 。本文利用Co Cl2 6H2 O作催化剂 ,乙醇作溶剂 ,乙酰乙酸乙酯、芳香醛和脲一锅煮合成 3,4 二氢嘧啶 2 酮 ,同时考查了芳香醛的取代基及乙酰丙酮对产物收率的影响。反应方程式如下 :1 实验部分1 1 仪器与试剂熔点用毛细管法测定 ,温度计未校正。E QUINOX5 5红外光谱仪 (KBr压片 ) ;… 相似文献
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Melamine trisulfonic acid(MTSA) can be used as an efficient and recyclable catalyst for the promotion of the synthesis of 3,4- dihydropyrimidin-2(1H)-ones/thiones(DHPMs) in the absence of solvent.All reactions were performed at 80℃in good to high yields. 相似文献
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Franz L. Zumpe Melanie Flüß Krischan Schmitz Andreas Lender 《Tetrahedron letters》2007,48(8):1421-1423
Propane phosphonic acid anhydride has been found to promote the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-ones. The use of this agent is characterized by moderate costs, low toxicity and simple workup conditions. 相似文献
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Hamid Reza Shaterian Asghar Hosseinian Majid Ghashang Fahimeh Khorami Neda Karimpoor 《Phosphorus, sulfur, and silicon and the related elements》2013,188(9):2333-2338
An environmentally friendly procedure for the preparation of dihydropyrimidinone derivatives or their sulfur analogues under thermal solvent-free conditions in the presence of aluminium hydrogen sulfate [Al(HSO4)3] and alumina sulfuric acid (Al2O3-SO3H) as heterogeneous catalysts was developed. 相似文献