- Novel, recyclable, and thermally stable task-specific ionic liquid (TBA acetate) medium/catalyst for the synthesis of indolylidinecyclic-1,3- and -1,4-diketones
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A simple and efficient synthesis of indolylidinethiazolidnediones (3) and indolylidinecyclic-1,3-diketones (5) has been developed by reaction of indole-3-aldehyde (1) with thiazolidinedione (2) or cyclic-1,3-diketones (4) using tetra butyl ammonium acetat
- Riyaz, Sd.,Indrasena,Naidu,Dubey
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p. 368 - 373
(2014/01/06)
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- Reaction of 6-aminouracils with aldehydes in water as both solvent and reactant under FeCl3·6H2O catalysis: Towards 5-alkyl/arylidenebarbituric acids
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5-Alkyl/arylidenebarbituric acids were efficiently synthesized through an FeCl3·6H2O catalyzed domino reaction of 6-aminouracils, water and aldehydes with water serving a dual role as both solvent and reactant, under benign reaction conditions. A study on comparative substrate scope of 6-aminouracil versus barbituric acid showed similar efficacy towards 5-alkyl/arylidenebarbituric acids. The protocol is the first detailed report to prepare regioselectively 5-alkyl/arylidenebarbituric acids starting from 6-aminouracils, which is an alternative and competing strategy to hitherto all known reactions directly employing barbituric acids. the Partner Organisations 2014.
- Kalita, Subarna Jyoti,Mecadon, Hormi,Chandra Deka, Dibakar
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p. 32207 - 32213
(2014/08/18)
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- Facile synthesis and biological evaluation of substituted 5-(1H-Indol-3-ylmethylene) pyrimidine-2,4,6-trione derivatives using L-Tyrosine in aqueous medium
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L-Tyrosine as an efficient catalyst for the Knoevenagel condensation of substituted indole-3-aldehydes 1(a-d), N-methyl indole-3- aldehydes 4(a-d), N-ethyl indole-3-aldehydes 6(a-d) with barbituric acid (2) containing cyclic active methylene group to produce 3(a-d), 5(a-d) and 7(a-d), respectively in water at room temperature for 10 min. The antimicrobial activities of 3(a-d), 5(a-d) and 7(a-d) have been studied.
- Thirupathi,Dubey,Kumari, Y. Bharathi
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p. 8741 - 8748
(2013/11/06)
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- CoFe2O4 nanoparticles: An efficient heterogeneous magnetically separable catalyst for "click" synthesis of arylidene barbituric acid derivatives at room temperature
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A coprecipitation method was used to synthesize superparamagnetic CoFe 2O4 nanoparticles without using any capping agents/surfactants. The prepared nanoparticles were characterized using Fourier transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, a vibrating sample magnetometer (VSM), N2 adsorption and thermogravimetric/differential thermal analysis/differential thermal gravimetry techniques. The synthesized spinel CoFe2O4 nanoparticles had an average size of 2-8 nm with a high surface area (140.9 m2/g). The field-dependent magnetization, demonstrated by VSM and saturation magnetization, was found to be 1.77 emu/g. An efficient method was used for the synthesis of arylidene barbituric acid derivatives using CoFe2O4 magnetic nanoparticles as a magnetically separable and reusable catalyst in aqueous ethanol. The attractive features of this synthetic protocol were very short reaction time, high yields, high turnover frequency, simple work-up procedure, economy, a clean reaction methodology, and chemoselectivity, as well as provision of an ecofriendly and green synthesis.
- Rajput, Jaspreet Kaur,Kaur, Gagandeep
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p. 1697 - 1704
(2013/10/21)
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- Solvent-free, microwave assisted Knoevenagel condensation of novel 2,5-disubstituted indole analogues and their biological evaluation
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A rapid, efficient and environmental benign methodology for the preparation of 2,5-disubstituted indole analogues is developed. 2,5-Disubstituted indole-3-carboxaldehydes (1a-c) undergo Knoevenagel condensation with barbiturates (2 & 4), thiazolidine-2,4-dione (6) and 3-methyl-1H-pyrazol- 5(4H)-one (8) in solvent-free, NH4OAc catalyzed, microwave assisted reaction. Structures of the products thus obtained were confirmed by their m.p, Elemental analysis, IR, 1H NMR, 13C NMR and Mass spectral data. The in vitro antioxidant and cytotoxic activities against three tumor cell lines were evaluated and discussed in terms of their structural differences. Among the screened compounds 9b, 9c, 7b and 5b exhibited excellent antioxidant activity. Compounds 9b, 9c and 7b have shown strong cytotoxicity among the compounds tested.
- Biradar,Sasidhar
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experimental part
p. 6112 - 6118
(2012/01/03)
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- Design, synthesis and anticancer activities of hybrids of indole and barbituric acids-Identification of highly promising leads
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By combining the structural features of indole and barbituric acid, new hybrid molecules were designed and synthesized. Evaluations of these molecules over 60 cell line panel of human cancer cells have identified two molecules with significant anticancer activities. Dockings of two active molecules in the active sites of COX-2, thymidylate synthase and ribonucleotide reductase indicate their strong interactions with these enzymes.
- Singh, Palwinder,Kaur, Matinder,Verma, Pooja
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scheme or table
p. 3054 - 3058
(2010/02/28)
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- A simple method for knoevenagel condensation of α,β-conjugated and aromatic aldehydes with barbituric acid
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Several aromatic and α,β-conjugated aromatic aldehydes were condensed with barbituric acid in methanol solution in the absence of acid or base as a catalyst, affording 5-ylidenebarbituric acid derivatives in almost quantitative yields.
- Jursic
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p. 655 - 657
(2007/10/03)
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- Reductive C-alkylation of barbituric acid derivatives with carbonyl compounds in the presence of platinum and palladium catalysts
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Effective synthetic procedures for the preparation of mono- and di-C-alkylated barbituric acid derivatives through palladium and platinum catalytic hydrogenation of solutions of barbituric acids (unsubstituted, N-mono, and N,N′-disubstituted barbituric acids) and carbonyl compounds (aliphatic and aromatic aldehydes and ketones).
- Jursic, Branko S.,Neumann, Donna M.
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p. 4103 - 4107
(2007/10/03)
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- Dimethylamine substitution in N,N-dimethyl enamines. Synthesis of aplysinopsin analogues and 3-aminotetrahydrocoumarin derivatives
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Some new six-membered aplysinopsin analogues were prepared from 5-dimethylaminomethylidene-2,4,6(1H,3H,5H)-pyrimidinetriones and indole derivatives. Also 2-[[(2,4,6-trioxohexahydropyrimidin-5-ylidene)methyl]amino]-3- dimethylaminopropenoates were synthesized and employed in the synthesis of fused 2H-pyran-2-ones.
- Seli?, Lovro,Stanovnik, Branko
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p. 3159 - 3164
(2007/10/03)
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