17277-47-3Relevant academic research and scientific papers
Novel bis-(3-cyano-2-pyridones) derivatives: synthesis and fluorescent properties
Mehiaoui, Nawel,Kibou, Zahira,Gallavardin, Thibault,Leleu, Stéphane,Franck, Xavier,Mendes, Ricardo F.,Paz, Filipe A. Almeida,Silva, Artur M. S.,Choukchou-Braham, Noureddine
, p. 1331 - 1348 (2021/01/20)
Abstract: Novel substituted bis-(3-cyano-2-pyridone) derivatives were prepared via a powerful method using enaminonitriles push–pull dienes as key building blocks. The synthesis was performed in three steps from easily accessible starting materials in goo
Ammonium chloride: An efficient and environmentally benign catalyst for knoevenagel condensation of carbonyl and active methylene compounds
Tasqeeruddin,Asiri, Yahya I.,Mujahid Alam
, p. 3024 - 3028 (2021/01/06)
In the present study, a rapid, simple and an efficient procedure for the Knoevenagel condensation of various carbonyl and active methylene compounds in ethanol at a moderate temperature in the presence of a catalytic amount of an efficient, environmentall
Base-mediated benzannulation of α-cyanocrotonates with ynones: Facile synthesis of benzonitriles and fluorenes
Maddi, Sridhar Reddy,Nagireddy, Attunuri,Singam, Maneesh Kumar Reddy
supporting information, p. 2370 - 2374 (2020/05/22)
Here, we have demonstrated a strategic rapid approach for the synthesis of benzonitriles and cyanofluorenes via the [3 + 3] benzannulation of readily available alkynones and α-cyanocrotonates, a protocol par excellence for aryl nitriles. This decarboxylat
Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors
Romagnoli, Romeo,Prencipe, Filippo,Oliva, Paola,Baraldi, Stefania,Baraldi, Pier Giovanni,Schiaffino Ortega, Santiago,Chayah, Mariem,Kimatrai Salvador, Maria,Lopez-Cara, Luisa Carlota,Brancale, Andrea,Ferla, Salvatore,Hamel, Ernest,Ronca, Roberto,Bortolozzi, Roberta,Mariotto, Elena,Mattiuzzo, Elena,Viola, Giampietro
supporting information, p. 1274 - 1290 (2019/01/30)
The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.
Direct synthesis and application of bridged diamino-functionalized periodic mesoporous organosilicas with high nitrogen contents
Zhu, Feng-Xia,Zhao, Pu-Su,Sun, Xiao-Jun,An, Li-Tao,Deng, Yong,Wu, Jia-Min
, p. 70 - 75 (2017/08/08)
Bridged diamino-functionalized periodic mesoporous organosilicas [BD-PMO(Et), Et = ethyl] materials were synthesized directly by co-condensation of 2-bis (triethoxysilyl)ethane (BTEE) and 1,4-bis[3-(tirmethoxysilyl)-propyl]ethylenediamino (BTMSEN) under acidic conditions with pluronic triblock copolymer P123 as a template. The nitrogen content in BD-PMO(Et) could be adjusted up to 40% without disturbing the ordered mesoporous structure. These materials were proved to be effective heterogeneous catalysts for the liquid-phase reactions such as Knoevenagel and Henry condensations as well as in the intermolecular cross-double-Michael addition reaction between α-methyl-β-nitrostyrene and α, β-unsaturated ketone. They exhibited comparable catalytic activities with homogeneous catalyst piperazine and can be reused for several times without any negative environmental impact.
Synthesis and Reactivity Profile of Ylidenemalononitrile Enamines and Their Ester Analogs Towards Electrophiles and Nucleophiles
Longstreet, Ashley R.,Rivalti, Daniel,McQuade, D. Tyler
, p. 8583 - 8596 (2015/09/15)
Herein, we describe the synthesis and reactivity of enamines derived from ylidenemalononitriles and ylidenecyanoacetates. The enamine scope was expanded by (1) increasing yields of aldehyde-derived ylidenemalononitriles, (2) incorporating silyl functional
Part 1: Synthesis and visible absorption spectra of some new monoazo dyes derived from ethyl 2-amino-4-(4′-substitutedphenyl)thiophenes
Babür, Banu,Ertan, Nermin
, p. 319 - 328 (2014/06/09)
Series of monoazo dyes from some ethyl 2-amino-4-(4′- substitutedphenyl) thiophenes were prepared and characterized. The structure of the substances was confirmed by FT-IR, 1H NMR and mass spectroscopic techniques. The relationship among the structure of the dyes, their absorption characteristics and the solvatochromic and halochromic behaviors of the dyes were investigated. Introduction of electron-accepting substituent into the diazo moiety results in large bathochromic shifts in all solvents used. The dyes exhibited positive solvatochromism and their solvatochromic properties were discussed in relation to tautomerism.
Polystyrene-supported pyridinium chloroaluminate ionic liquid as a new heterogeneous Lewis acid catalyst for Knoevenagel condensation
Boroujeni, Kaveh Parvanak,Jafarinasab, Mina
experimental part, p. 429 - 431 (2012/09/22)
Non-hygroscopic polystyrene-supported chloroaluminate ionic liquid was prepared from the reaction of Merrifield resin with pyridine followed by reaction with aluminium chloride. This Lewis acidic ionic liquid is an environmentally friendly heterogeneous c
Novel basic ionic liquid based on alkylammonium as efficient catalyst for Knoevenagel reaction
Zhou, Shuai,Liu, Lu,Wang, Bo,Ma, Mingguo,Xu, Feng,Sun, Runcang
experimental part, p. 1384 - 1391 (2012/04/10)
The typical Knoevenagel condensation was carried out smoothly in the presence of a basic ionic liquid of N,N,N′,N′-tetramethyl-N′- hexyl-ethylenediammonium tetrafluoroborate ([TMHEDA]BF4), and 99% of yield was obtained using ethyl cyanoacetate and benzaldehyde as substrates at 60 °C for 1 h. Four reuses of the ionic liquid without dramatic decrease in catalytic activity for Knoevenagel condensation demonstrated the good stability and operability of the ionic liquid. Moreover, the typical nucleophilic addition reactions were also accomplished by the same ionic liquid to check its feasibility. The dual function of the basic ionic liquid both as solvent and catalyst, combined with simple product separation and recycling, is expected to contribute to the development of a green and environmentally friendly strategy. Copyright Taylor & Francis Group, LLC.
First example of organocatalysis by polystyrene-supported PAMAM dendrimers: Highly efficient and reusable catalyst for knoevenagel condensations
Krishnan, G. Rajesh,Sreekumar, Krishnapillai
supporting information; experimental part, p. 4763 - 4768 (2009/05/07)
This paper describes the first use of polystyrene-supported poly(amidoamine) (PAMAM) dendrimers as heterogeneous basic organocatalysts for carbon-carbon bond formation. Polystyrene-supported PAMAM dendrimers of first, second and third generations have been used as reusable base catalysts in Knoevenagel condensations of carbonyl compounds with active methylene compounds. The reactions proceed in short periods of time and with 100% selectivity. This novel catalyst eliminates the use of aromatic and halogenated solvents, as well as complex purification processes. The catalysts can be recycled ten times. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
