- Design, synthesis, and biological evaluation of AV6 derivatives as novel dual reactivators of latent HIV-1
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The "shock and kill" strategy might be a promising therapeutic approach for HIV/AIDS due to the existence of latent viral reservoirs. A major challenge of the "shock and kill" strategy arises from the general lack of clinically effective latency-reversing
- Ao, Mingtao,Pan, Zhenrui,Qian, Yuqing,Tang, Bowen,Feng, Zeming,Fang, Hua,Wu, Zhen,Chen, Jingwei,Xue, Yuhua,Fang, Meijuan
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Read Online
- A Reusable CNT-Supported Single-Atom Iron Catalyst for the Highly Efficient Synthesis of C?N Bonds
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C?N bond formation is regarded as a very useful and fundamental reaction for the synthesis of nitrogen-containing molecules in both organic and pharmaceutical chemistry. Noble-metal and homogeneous catalysts have frequently been used for C?N bond formatio
- Baell, Jonathan B.,Ding, Qifeng,Huang, Fei,Huang, He,Xu, Mingjie,Yu, Yang,Zhang, Lihui,Zheng, Jian-Guo
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supporting information
(2020/03/24)
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- Multicomponent reaction for the synthesis of highly functionalized piperidine scaffolds catalyzed by TMSI
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An efficient method for the synthesis of highly functionalized piperidines via one-pot domino reaction of β-ketoesters, aromatic aldehydes, and aromatic amines was reported. This multicomponent coupling was catalyzed by TMSI in methanol at room temperature, giving desired substituted pyridines in moderate to good yields.
- Wu, Lisha,Yan, Shiqiang,Wang, Wensheng,Li, Yinta
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p. 4311 - 4322
(2020/07/13)
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- Design, synthesis, and biological evaluation of new quinoline-based heterocyclic derivatives as novel antibacterial agents
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A novel series of quinolone-based heterocyclic derivatives including thiadiazine, thiadiazoles, and triazole were synthesized and their in vitro antibacterial activity against Gram-positive and Gram-negative bacteria were evaluated. Newly synthesized deri
- Mahal, Ahmed,Salman, Ghazwan Ali,Zinad, Dhafer S.
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p. 1621 - 1628
(2020/10/19)
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- Highly efficient and facile synthesis of β-enaminones catalyzed by diphenylammonium triflate
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Abstract: The catalytic performance of diphenylammonium triflates as an organocatalyst in the synthesis of β-enaminones from various substituted β-diketones and amides (or amines) were evaluated. A wide range of β-enaminones were efficiently synthesized in good to excellent yields under mild reaction conditions. Applying diphenylammonium triflate (DPAT) as catalyst makes this protocol cost-effective, low corrosive and easy to handle. Graphic abstract: [Figure not available: see fulltext.].
- Zhao, Ting-Ting,Song, Jiang-Long,Hong, Feng-Qing,Xia, Jian-Sheng,Li, Jian-Jun
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p. 2857 - 2868
(2019/08/21)
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- Assembling Porphyrins into Extended Network Structures by Employing Aromatic Dicarboxylates: Synthesis, Metal Exchange, and Heterogeneous Catalytic Studies
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Three new metal–organic porphyrinic framework compounds of zinc and 5,10,15,20-tetrakis(4-pyridyl)porphyrin (TPyP) have been synthesized under solvothermal conditions. The compounds [Zn5(C40H24N8)(C8H4O4)2(NO3)6(DMA)2] (DMA)3(H2O)8 (1; DMA=dimethylacetamide), [Zn3(C40H24N8)(C8H4O4)2(DMF)](DMF)5(H2O)12 (2), and [Zn3(C40H24N8)(C12H6O4)2(DMA)2](H2O)7 (3) have two (1) and three dimensionally (2 and 3) extended structures. All the three structures contain porphyrinic units connected through the carboxylate linkers. The nitrates bind the metal centers and are not hydrogen bonded. The different binding modes of nitrate in the structure of 1 are observed for the first time in a porphyrin-based MOF. The openness of the structure allowed us to explore metal exchange through a room-temperature metathetic route. Compound 2 undergoes 100 % exchange with copper, whereas compound 3 exchanges 70 % with copper. The copper-exchanged compounds Cu∈2 and Cu∈3 were observed to be good heterogeneous catalysts for many important organic reactions. The chemo and regioselective enamination of β-ketoesters, preparation of propargylamine derivatives as well as regioselective cycloadditions of alkyne and azide (click reactions) have been carried out with good yields and selectivity. All the compounds have been characterized by PXRD, IR, UV/Vis, atomic absorption spectroscopy (AAS), and energy-dispersive X-ray spectroscopy (for Cu exchange).
- Dutta, Gargi,Jana, Ajay Kumar,Natarajan, Srinivasan
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supporting information
p. 8932 - 8940
(2017/07/11)
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- Synthesis of Indoles and Pyrroles Utilizing Iridium Carbenes Generated from Sulfoxonium Ylides
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Metal carbenes can undergo a myriad of synthetic transformations. Sulfur ylides are potential safe precursors of metal carbenes. Herein, we report cascade reactions that involve carbenoids derived from sulfoxonium ylides for the efficient and regioselective synthesis of indoles and pyrroles. The tandem action of iridium and Br?nsted acid catalysts enables rapid assembly of the heterocycles from unmodified anilines or readily accessible enamines under microwave irradiation. The key mechanistic steps are the catalytic transformation of the sulfoxonium ylide into an iridium–carbene complex, followed by N?H or C?H functionalization of an aniline or enamine, respectively, and a final acid-catalyzed cyclization. The present method was successfully applied to the synthesis of the densely functionalized pyrrole subunit of atorvastatin.
- Vaitla, Janakiram,Bayer, Annette,Hopmann, Kathrin H.
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supporting information
p. 4277 - 4281
(2017/04/03)
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- AlCl3-promoted cyclization of β-keto derivatives with in situ generated enamines under solvent-free high speed ball milling: An efficient one-pot access to polysubstituted 1,4-dihydropyridines
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Under high speed ball milling (HSBM), a simple method for efficient synthesis of structurally diverse polysubstituted 1,4-dihydropyridines is developed via AlCl3-promoted Robinson-like cyclization of β-keto derivatives with in situ generated enamines. This one-pot protocol exhibits the advantages of high chemoselectivity, short reaction time, good functional group tolerance, mild reaction condition and easy work-up.
- Zeng, Ji-Chao,Yu, Fei,Asiri, Abdullah M.,Marwani, Hadi M.,Zhanga, Ze
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p. 2054 - 2064
(2017/11/21)
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- Transformation of One-Dimensional Achiral Structure to Three-Dimensional Chiral Structure: Mechanistic Study and Catalytic Activities of Chiral Structure
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We have isolated two copper-based coordination polymers through solvent diffusion and solvothermal methods using copper salt, furan dicarboxylic acid (FDC), 4,4′-bipyridine (bpy) in MeOH/ethylene glycol, and water solvents. Compound 1 is adopting P21/c space group and adopts a one-dimensional wirelike structure with a free carboxylate anion. Compound 2 crystallizes in chiral space group P65. This is a three-dimensional structure with helical chains. This helicity might be the reason for chiral generation and symmetry breaking. We have converted compound 1 to compound 2 using grinding, followed by a solvothermal method. The circular dichroism data of 2 showed that it is an enantioenriched compound. We have shown that compound 2 is a very good catalyst for chemo- and regioselective enamination reaction and for azide-alkyne Huisgen cycloaddition, respectively.
- Rao, Purna Chandra,Chaudhary, Sonu Pratap,Kuznetsov, Denis,Mandal, Sukhendu
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supporting information
p. 12669 - 12674
(2016/12/26)
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- Bimetallic Ag-Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds
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Bimetallic nanoparticles, particularly those based on copper, have recently attracted a great deal of attention for the development of low cost and highly active catalysts due to the synergistic interaction between individual metal components. In this work, bimetallic Ag-Cu alloy nanoparticles were explored as a highly active and reusable catalyst for the enamination of 1,3-dicarbonyls using diverse amines. The nanocatalysts were intensively characterized by ultraviolet-visible (UV-Vis) spectroscopy, X-ray diffraction (XRD), high-resolution transmission electron microscopy-energy-dispersive spectroscopy (HRTEM-EDS) and valence band and core level X-ray photoelectron spectroscopy (XPS) to study the effect of the bimetallic structure and composition. In comparison to monometallic Ag and Cu nanoparticles, the alloyed Ag-Cu nanoparticles showed a high catalytic performance and the resultant catalytic activity was dependant on the Ag to Cu ratio. This enhanced catalytic activity should be related to the electronic interaction between Ag and Cu nanoparticles formed due to the intimate contact between them. Our study may serve as a foundation for designing efficient alloyed nanocatalysts for fine chemical synthesis via enamination reactions.
- Rout, Lipeeka,Kumar, Aniket,Dhaka, Rajendra S.,Dash, Priyabrat
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p. 49923 - 49940
(2016/06/15)
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- Three naphthalenedisulfonate polymers with imidazole-containing ligands: Synthesis, structure and heterogeneously catalytic performance in reactions of enamination of β-dicarbonyl compounds
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Three new naphthalenedisulfonate polymers, [Cd(2,6-nds)(bib)]n (1), [Cd(1,5-nds)(bib)]n (2), and [Cu(2,6-nds)0.5(tpim)]n (3), have been successfully synthesized by hydrothermal reactions of corresponding metal salts with naphthalenedisulfonate (nds) and imidazole-containing ligands 1,4-bis(imidazol-1-ylmethyl)benzene (bib) and 2,4,5-tri(4-pyridyl)-imidazole (tpim). The structures of these polymers were determined by single crystal X-ray diffraction analysis. Polymers 1 and 2 crystallize in the same space group and have similar cell parameters, and thus show same three-dimensional (3D) framework architecture. Complex 3 has the same 2D layer structure. The photoluminescent properties of the complexes 1 and 2 were investigated. Catalytic tests indicate that complex 3 has chemo-and regio-selective catalytic activity towards enamination of β-ketoesters.
- Wang, Li,Liu, Jing,Guo, Hui,Deng, Dongsheng,Yao, Tian,Wang, Xingwei,Wang, Xinyi,Wu, Hongli
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supporting information
p. 253 - 260
(2015/04/14)
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- Synthesis and antibacterial activities of some substituted quinolines
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p-Anisidine (1) on treatment with ethyl acetoacetate in refluxing ethanol for 4 h gave ethyl-3-[(4-methoxyphenyl)imino]butanoate (2) which on thermal cyclization in hot Dowtherm oil at 250 °C gave 4-hydroxy-6-methoxy-2-methylquinoline (3). The latter on h
- Anukumari,Rao, M. Anand,Dubey
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p. 2947 - 2950
(2015/12/12)
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- Iodine-Promoted Construction of Polysubstituted 2,3-Dihydropyrroles from Chalcones and β-Enamine Ketones (Esters)
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A novel approach for the synthesis of a variety of polysubstituted trans-2,3-dihydropyrroles from a wide range of chalcones and β-enamine ketones (esters) via iodine-promoted tandem Michael/cyclization sequence has been developed, affording the desired products in moderate to excellent yields. This methodology is a highly efficient, convenient way to access functionalized 2,3-dihydropyrroles from readily accessible substrates under mild reaction conditions.
- Li, Yujin,Xu, Hui,Xing, Mengming,Huang, Fang,Jia, Jianhong,Gao, Jianrong
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supporting information
p. 3690 - 3693
(2015/08/18)
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- Solvent-free synthesis of β-enamino ketones and esters catalysed by recyclable iron(III) triflate
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A novel application of highly stable Fe(OTf)3 as an efficient catalyst for the synthesis of a variety of β-enamino ketones and esters under solvent-free conditions is described. Notably, this protocol of a "green synthesis", which produced β-enamino ketones and esters by the reaction of a variety of β-dicarbonyl compounds and primary amines, exhibits attractive properties including high yields, short reaction periods, lower loading of catalyst and chemo- and regio-selectivity. In addition, the catalyst was easily recovered from the reaction system and readily reused with minimal loss of activity.
- Feng, Cheng-Liang,Chu, Ning-Ning,Zhang, Shu-Guang,Cai, Jin,Chen, Jun-Qing,Hu, Hua-You,Ji, Min
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p. 1097 - 1103
(2014/05/20)
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- Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones
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Hybrid materials have seized attention from scientific community mainly as heterogenic catalysts in organic reactions on a large scale succeeding in some organic compounds with high yields. One of the most important classes of hybrid materials used for this purpose involves the complexation of Zn and aminoacids. Herein, we introduced Zn[Pro]2 and Zn[Gly]2 in the synthesis of several β-enaminones via solvent free protocol and using an ultrasound device.
- Winck, Cristiane R.,Darbem, Mariana P.,Gomes, Roberto S.,Rinaldi, Andrelson W.,Domingues, Nelson Luís C.
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supporting information
p. 4123 - 4125
(2014/07/22)
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- Zn[aminoacid]2 hybrid materials applied as heterogeneous catalysts in the synthesis of β-enaminones
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Hybrid materials have seized attention from scientific community mainly as heterogenic catalysts in organic reactions on a large scale succeeding in some organic compounds with high yields. One of the most important classes of hybrid materials used for this purpose involves the complexation of Zn and aminoacids. Herein, we introduced Zn[Pro]2 and Zn[Gly]2 in the synthesis of several β-enaminones via solvent free protocol and using an ultrasound device.
- Winck, Cristiane R.,Darbem, Mariana P.,Gomes, Roberto S.,Rinaldi, Andrelson W.,Domingues, Nelson Luís C.
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supporting information
p. 4123 - 4125
(2015/02/02)
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- Synthesis of 1,4-dihydropyridines and their fluorescence properties
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We have successfully synthesized 3,4,5-substituted 1,4-dihydropyridines (1,4-DHPs) from amine hydrochloride salts, aldehydes, and acetals in good yields without the addition of a catalyst. The synthesized 1,4-DHPs exhibit various wavelengths of fluorescen
- Sueki, Shunsuke,Takei, Ryo,Zaitsu, Yuto,Abe, Junya,Fukuda, Akane,Seto, Keisuke,Furukawa, Yukio,Shimizu, Isao
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supporting information
p. 5281 - 5301
(2014/10/15)
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- Zinc triflate catalysed synthesis of β-enamino ketones(esters) under solvent-free conditions
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An efficient and mild procedure is described for the synthesis of a series of β-enamino ketones(esters) from 1,3-dicarbonyl compounds and aliphatic and aromatic amines using zinc triflate as the catalyst.
- Feng, Chengliang,Zhang, Shuguang,Cai, Jin,Chen, Junqing,Hu, Huayou,Ji, Min
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p. 626 - 629
(2013/11/06)
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- A new copper-based metal-organic framework as a promising heterogeneous catalyst for chemo- and regio-selective enamination of β-ketoesters
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Assembly of 5-nitro-1,2,3-benzenetricarboxylic acid (H3nbta) with CuII in the presence of 1,3-bis(1,2,4-triazol-1-yl)propane (1,3-btp) leads to a new metal-organic framework, [Cu(Hnbta)(1,3-btp)] ·2H2O (A1), which is shown to be an efficient and recyclable heterogeneous catalyst for enamination of β-ketoesters with excellent product yields and selectivity.
- Zhao, Ying,Deng, Dong-Sheng,Ma, Lu-Fang,Ji, Bao-Ming,Wang, Li-Ya
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supporting information
p. 10299 - 10301
(2013/10/22)
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- Highly regioselective AgNTf2-catalyzed intermolecular hydroamination of alkynes with anilines
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A facile and economic method for the fully regioselective and high-yielding protocol for the hydroamination of unsymmetrical internal alkynes under mild reaction conditions with AgNTf2 was developed. The materials are easily available from comm
- Zhang, Xu,Yang, Bin,Li, Guangzhao,Shu, Xin,Mungra, Divyesh C.,Zhu, Jin
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supporting information; experimental part
p. 622 - 626
(2012/04/04)
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- Synthesis of chiral β-amino acid derivatives by asymmetric hydrosilylation with an imidazole derived organocatalyst
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The organocatalysed asymmetric hydrosilylation of a number of N-aryl and alkyl β-substituted enamino esters proceeds in generally good yield and enantioselectivity. Crucial to obtaining high yield and selectivity was the addition of benzoic acid as an additive and under these conditions, both N-alkyl and N-aryl substituents were well tolerated. β-Aryl and alkyl substituents were evaluated and a model proposed to account for the experimental observations based upon enamine tautomerisation and conformational preferences of the reactive ketimine intermediate.
- Jones, Simon,Li, Xianfu
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experimental part
p. 5522 - 5532
(2012/09/21)
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- N1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors
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A series of N1-{4-[(10S)-dihydroartemisinin- 10-oxyl]}phenylmethylene-N2-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain- 2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, 1H NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 μM). The best one of this series was compound 9d (IC50 = 0.15 μM). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.
- Luo, Wei,Liu, Yang,Wang, Jian,Guo, Chun,Lu, Wei-Qiang,Cui, Kun-Qiang
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p. 3073 - 3079,7
(2020/08/20)
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- Cyanuric chloride catalysed rapid conversion of β-ketoesters into β-enaminoesters under mild and solvent-free conditions
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Cyanuric chloride is shown to be an extremely efficient catalyst for the synthesis of β-enaminoesters from β-ketoesters under solvent-free conditions by grinding in a mortar with pestle at 25 °C. A short reaction time, an inexpensive and easily available catalyst, mild reaction conditions and excellent yields of the products are attractive features of this methodology.
- Kamble,Joshi,Atkore
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experimental part
p. 616 - 621
(2012/07/03)
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- A facile, chemoselective and eco-friendly solid phase synthesis of enaminones catalyzed by L-Proline
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A facile and chemoselective method for the synthesis of enaminones by the reaction of aromatic primary amines with various β-ketoesters in the presence of L-proline as activator under solid phase is described. The reactions are promoted by the catalyst in short time (5-6 min) under ambient conditions, without any side products.
- Bhupathi, Raja S.,Devi, B.Rama,Dubey
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experimental part
p. 5521 - 5524
(2012/07/13)
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- Stereodefined homopropargyl amines by tandem nucleophilic addition/fragmentation of dihydropyridone triflates
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Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available β-amino esters.
- Tummatorn, Jumreang,Dudley, Gregory B.
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supporting information; experimental part
p. 158 - 160
(2011/03/20)
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- Synthesis of a 6H-chromeno[3,4-b]quinoline and a 6a,12a-dehydro-7-azarotenoid
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The preparation of a 6H-chromeno[3,4-b]quinoline via a palladium-mediated coupling reaction, and the first synthesis of a nitrogenous dehydro-analogue of the naturally occurring rotenoids are reported.
- Morris, Andrew L.C.,Jackson, Yvette A.
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experimental part
p. 371 - 380
(2010/09/05)
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- Solvent-free synthesis of β-enamino compounds promoted by Ferric(III) ammonium nitrate
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A variety of β-enamino esters and β-enaminones can be synthesized by the reaction of 1,3-dicarbonyl compounds and various primary amines in the presence of catalytic amount of ferric(III) ammonium nitrate at room temperature. This method is simple, requires short reaction times, high yield and the reaction proceeds under solvent-free conditions.
- Murthy,Venu,Govindh,Diwakar,Nagalakshmi,Singh
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experimental part
p. 3047 - 3053
(2010/11/04)
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- Silica-supported LiHSO4 as a highly efficient, heterogeneous and reusable catalytic system for the solvent-free synthesis of β-enaminones and β-enamino esters
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A highly efficient, simple and green procedure for the synthesis of β-enaminones and β-enamino esters is described. The reaction of aromatic and aliphatic amines with β-dicarbonyl compounds using catalytic amount of silica-supported LiHSO4 (LiHSO4/SiO2) under solvent-free conditions at 80 °C affords the title compounds in high to excellent yields and in short reaction times.
- Hasaninejad,Zare,Mohammadizadeh,Shekouhy
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experimental part
p. 69 - 76
(2010/10/21)
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- A green solventless protocol for the synthesis of β-Enaminones and β -Enamino esters using silica sulfuric acid as a highly efficient, heterogeneous and reusable catalyst
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Silica sulfuric acid is utilized as a green, highly efficient, heterogeneous and recyclable catalyst for the preparation of β-enaminones and β -enamino esters from amines and β -dicarbonyl compounds under solvent-free conditions at 80 °C. Using this method, the title compounds are produced in high to excellent yields and in short reaction times.
- Hasaninejad, Alireza,Zare, Abdolkarim,Mohammadizadeh, Mohammad Reza,Shekouhy, Mohsen,Moosavi-Zare, Ahmad Reza
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experimental part
p. 1546 - 1554
(2011/12/05)
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- Expedient, one-pot preparation of fused indoles via CAN-catalyzed three-component domino sequences and their transformation into polyheterocyclic compounds containing pyrrolo[1,2-a]azepine fragments
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The CAN-catalyzed three-component between reaction between primary amines, β-dicarbonyl compounds and naphthoquinones or 2-bromonaphthoquinones afforded, respectively, 5-hydroxybenzo[g]indoles and benzo[f]indole-4,9-diones, the former of which were transformed into tetracyclic azepino[1,2-a]benzo[g] indole systems through a γ-alkylation/ring-closing metathesis sequence. The Royal Society of Chemistry 2010.
- Suryavanshi, Padmakar A.,Sridharan, Vellaisamy,Menendez, J. Carlos
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experimental part
p. 3426 - 3436
(2010/08/21)
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- Room-temperature synthesis of pyrazoles, diazepines, β-enaminones, and β-enamino esters using silica-supported sulfuric acid as a reusable catalyst under solvent-free conditions
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Silica-supported sulfuric acid (H2SO4·SiO2) has been utilized as a heterogeneous recyclable catalyst for a highly efficient regio- and chemoselective condensation of hydrazines/hydrazides, diamines, and primary amines with various β-dicarbonyl compounds at room temperature to afford pyrazoles, diazepines, and β-enaminones/β-enamino esters under solvent-free conditions within 5-15 min. Copyright Taylor & Francis Group, LLC.
- Chen, Xiang,She, Jin,Shang, Zhi-Cai,Wu, Jun,Zhang, Peizhi
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experimental part
p. 947 - 957
(2009/09/06)
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- Synthesis of pyrazoles, diazepines, enaminones, and enamino esters using 12-tungstophosphoric acid as a reusable catalyst in water
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12-Tungstophosphoric acid (H3PW12O40) is found to be an efficient and recyclable catalyst in promoting a chemo- and regioselective condensation of hydrazines/hydrazides, diamines, and primary amines with various 1,3-dicarbonyl compounds in pure water at room temperature to afford pyrazoles, diazepines, and enaminones/enamino esters, respectively, in high yields. Georg Thieme Verlag Stuttgart.
- Chen, Xiang,She, Jin,Shang, Zhicai,Wu, Jun,Wu, Haifeng,Zhang, Peizhi
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experimental part
p. 3478 - 3486
(2009/05/09)
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- Simple and efficient synthesis of 3-aminopropenones and 3-aminopropenoates catalyzed by copper(II) nitrate trihydrate under solvent-free conditions
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A simple, efficient and environmentally begin method has been developed for the synthesis of 3-aminopropenones and 3-aminopropenoates through the reaction of 1,3-dicarbonyl compounds with amines in the presence of Cu(NO 3)2 · 3H2O under solvent-free conditions.
- Li, Geng-Chen
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experimental part
p. 789 - 792
(2009/09/29)
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- ZrCl4-catalyzed efficient synthesis of enaminones and enamino esters under solvent-free conditions
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A facile synthesis of β-enaminones and enamino esters by condensation of β-dicarbonyl compounds with differently substituted amines in the presence of ZrCl4 under solvent-free conditions is reported.
- Lin, Jin,Zhang, Li-Feng
-
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- Microwave-assisted solvent-free synthesis of 4-methyl-2-hydroxy- And 2-methyl-4-hydroxyquinolines
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Rapid and efficient microwave-assisted synthesis of 4-methyl-2-hydroxy- and 2-methyl-4-hydroxyquinolines from anilines and ethyl acetoacetate under different conditions is described.
- Nadaraj,Selvi, S. Thamarai
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p. 1203 - 1207
(2008/09/18)
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- A general and efficient method for the preparation of β-enamino ketones and esters catalyzed by indium tribromide
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A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.
- Zhang, Zhan-Hui,Yin, Liang,Wang, Yong-Mei
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p. 184 - 190
(2007/10/03)
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- Efficient synthetic method for β-Enamino esters catalyzed by Yb(OTf)3 under solvent-free conditions
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A wide range of ?-enamino esters have been synthesized in moderate to excellent yields by reacting 1,3-dicarbonyl compounds with amines in the presence of catalytic amounts of Yb(OTf)3 (2 mol%). The reaction proceeds smoothly at ambient temperature under solvent-free conditions. The catalyst can be recovered and reused. CSIRO 2006.
- Varala, Ravi,Nuvula, Sreelatha,Adapa, Srinivas R.
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p. 921 - 924
(2007/10/03)
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- Synthesis of N-modified 4-aminopyridine-3-carboxylates by ring transformation
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3-Methyl-5-nitropyrimidin-4(3H)-one reacted with enaminones to cause the ring transformation leading to functionalized 4-aminopyridines. Various kinds of amino groups can be introduced at the 4-position by modifying the enaminones. The modification of its vicinal positions was also possible. In addition, a bicyclic pyridine could be synthesized by making use of the vicinal functionality of a 4-aminopyridine-3-carboxylic acid. Georg Thieme Verlag Stuttgart.
- Nishiwaki, Nagatoshi,Nishimoto, Toyosato,Tamura, Mina,Ariga, Masahiro
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p. 1437 - 1439
(2007/10/03)
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- VCl3 catalysed efficient synthesis of β-enamine esters and ketones from β-keto esters
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VCl3 is a useful and efficient catalyst for the synthesis of β-enamine esters and ketones from β-keto esters with primary amines.
- Rajitha, Bavanthula,Reddy, Penthala Narsimha,Kumar, Buridapad Sunil,Srinivasulu, Neeladri,Reddy, Yerram Reddy Thirupathi
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p. 535 - 536
(2007/10/03)
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- Ionic liquid promoted simple and efficient synthesis of β-enamino esters and β-enaminones from 1,3-dicarbonyl compounds - One-pot, three-component reaction for the synthesis of substituted pyridines
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A facile enamination of 1,3-dicarbonyl compounds with amines has been developed that affords good to excellent yields of β-enamino esters and β-enaminones using Bronsted acidic ionic liquid 1-methylimidazolium trifluoroacetate ([Hmim]+Tfa-) at room temperature. This methodology has been extended for the synthesis of substituted pyridines in excellent yield by a one-pot, three-component reaction of 1,3-dicarbonyl compounds, ammonium acetate, and alkynone in the presence of [Hmim] +Tfa-.
- Karthikeyan, Ganesan,Perumal, Paramasivan T.
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p. 1746 - 1751
(2007/10/03)
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- Efficient synthesis of β-amino-α,β-unsaturated carbonyl compounds
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A versatile and high-yielding procedure for the synthesis of β-enamino esters and β-enaminones is presented: in the presence of tetraethyl orthosilicate, a number of highly functional β-enamino esters were obtained; this method provided an alternative for the formation of β-amino-α,β-unsaturated carbonyl compounds with mild and functional group compatible reaction conditions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.
- Zhao, Yuanhong,Zhao, Jingfeng,Zhou, Yongyun,Lei, Ze,Li, Liang,Zhang, Hongbin
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p. 769 - 772
(2007/10/03)
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- A solvent-free synthesis of β-amino-α,β-unsaturated ketones and esters catalysed by sulfated zirconia
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β-Amino-α,β-unsaturated ketones and esters are synthesised by the condensation of β-dicarbonyl compounds with amines in the presence of a solid superacid sulfated zirconia (SO42-/ZrO 2, SZ) under solvent-free conditions.
- Zhang, Zhan-Hui,Song, Li-Ming
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p. 817 - 820
(2007/10/03)
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- Efficient rhodium-catalyzed asymmetric hydrogenation for the synthesis of a new class of N-aryl β-amino acid derivatives
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(Chemical Equation Presented) N-Aryl β-amino esters were obtained by asymmetric hydrogenation of a new class of N-aryl β-enamino esters. High conversions and up to 96.3% ee values were achieved with a Rh-TangPhos catalyst.
- Dai, Qian,Yang, Weiran,Zhang, Xumu
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p. 5343 - 5345
(2007/10/03)
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- BENTONITE K10 CLAY, AN EFFICIENT CATALYST FOR THE FORMATION OF NITROGEN DERIVATIVES
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Bentonite K10 clay has been used to catalyze the formation of enamino carbonyl derivatives, 2-methyl-1H-benzimidazoles, Hantzsch 1,4-dihydropyridines, Hantzsch pyridines, 2-substituted 1,3-diphenylimidazolidines, and tetrahydropyranylbenzazoles.
- Eynde, Jean Jacques Vanden,Mayence, Annie,Lor, Pascal,Haverbeke, Yves Van
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p. 387 - 392
(2007/10/02)
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