52833-34-8Relevant academic research and scientific papers
PH dependent synthesis of Zn(ii) and Cd(ii) coordination polymers with dicarboxyl-functionalized arylhydrazone of barbituric acid: Photoluminescence properties and catalysts for Knoevenagel condensation
Karmakar, Anirban,Paul, Anup,Mahmudov, Kamran T.,Guedes Da Silva, M. Fátima C.,Pombeiro, Armando J. L.
, p. 1535 - 1546 (2016)
Four novel Zn(ii) and Cd(ii) compounds based on a dicarboxyl-functionalized arylhydrazone of barbituric acid ligand, 5-[2-{2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene}hydrazinyl]isophthalic acid (H5L), namely [Zn(1κO:2κO′:3κO′′-H3L
A new porous organic polymer containing Tr?ger's base units: Evaluation of the catalytic activity in Knoevenagel condensation reaction
Coll, Deysma,Escalona, Néstor,Jessop, Ignacio A.,Martin-Trasanco, Rudy,Niebla, Vladimir,Ortiz, Pablo A.,Pérez, Edwin,Rodríguez-González, Fidel E.,Tagle, Luis H.,Terraza, Claudio A.,Tundidor-Camba, Alain,Velázquez-Tundidor, M. V.
, (2021/08/10)
The classic Tr?ger's base polymerization of a diamine and dimethoxymethane with trifluoroacetic acid as catalyst generated a Tr?ger's base-type polymer (TBP), which exhibited the absolute insolubility in a variety of organic solvents because of its highly aggregated model. A new porous organic polymer was obtained by a simple Tr?ger's base polymerization reaction between a diamine and formaldehyde in the form of acetal in the presence of trifluoroacetic acid as catalyst. Tr?ger's base-type polymer (TBP) resulted insoluble in a wide range of organic solvents due to its rigid and aromatic structure. TBP was characterized spectroscopically (FT-IR), thermally and morphologically. As result, a thermostable and amorphous polymer bearing pores ranging between 50 and 300 nm and macro-voids of up to 12 μm was obtained. Due to the insolubility of the TBP, it was tested as a metal-free heterogeneous catalyst in the Knoevenagel condensation reaction, showing a high efficiency. For this, the optimal catalyst load, reaction time and reuse of the catalyst were studied using benzaldehyde and malononitrile as substrates. Furthermore, aldehydes with variable chain sizes and ethyl cyanoacetate replacing malononitrile were tested as substrate with a high percent of conversion (97–99%).
Magnetic core-shell dendritic mesoporous silica nanospheres anchored with diamine as an efficient and recyclable base catalyst
Surabhi,Shabir, Javaid,Gupta, Padmini,Sah, Digvijay,Mozumdar, Subho
, p. 21152 - 21166 (2020/12/31)
In the present study, diamine-functionalized magnetic core-shell dendritic mesoporous silica nanospheres have been successfully synthesized by an oil-water biphasic stratification-coating strategy. The shape, size and morphology of the synthesized magnetic nanocatalyst could be characterized by various physicochemical techniques such as, field emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM). The characteristic information about the successful immobilization of various functionalities on the nanospheres could be obtained with the help of X-ray powder diffraction (XRD) patterns, Fourier transform-infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDX) and thermo-gravimetric analysis (TGA). The details about the magnetic behaviour and surface area of the nanocatalyst could be acquired by vibrating sample magnetometry (VSM) and BET surface analysis, respectively. The synthesized diamine-functionalized magnetic nanoparticles were then explored as a highly efficient catalyst for the Knoevenagel condensation and one-pot synthesis of polyhydroquinolines using aromatic/heteroaromatic aldehydes and aliphatic aldehydes with active methylene compounds under very mild conditions. The synthesized magnetic core-shell dendritic mesoporous silica nanospheres had large surface areas. This large surface area and pore volume could facilitate a proper interaction and penetration of the reactant molecules with the basic amine groups present on the dendritic mesoporous silica nanospheres. The supported nanocatalyst revealed no sign of leaching of the amine groups present inside the dendrimers and therefore, could be reused up to nine times without any noteworthy loss in catalytic activity.
Visible-Light Photoredox-Catalyzed α-Regioselective Conjugate Addition of Allyl Groups to Activated Alkenes
Gontala, Arjun,Woo, Sang Kook
supporting information, p. 3223 - 3228 (2020/07/06)
The α-regioselective conjugate addition of allyl groups to activated alkenes is a poorly explored area of research. Herein, we report an α-adduct and (E)-isomer selective conjugate addition of allylsilanes to activated alkenes by visible-light photoredox catalysis. The reaction involves allylic radicals that can be generated from allylsilanes through a photoinduced single-electron transfer mechanism. (Figure presented.).
Β-Cyclodextrin as a Biomimetic Catalyst for the Efficient Synthesis of 4-Oxo-pyrido[1,2-a] Pyrimidine-3-Carbonitrile in Aqueous Medium
Ghorad, Akash,Mahalle, Sagar,Khillare, Lalit D.,Sangshetti, Jaiprakash N.,Bhosle, Manisha R.
, p. 640 - 648 (2017/03/08)
Abstract: Supramolecular β-cyclodextrin as a highly efficient, biodegradable, and reusable catalyst for the synthesis of 4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbonitrile derivatives (4a–s) is investigated via a cascade reaction of aldehydes, malanonitrile
A simple and efficient procedure for the Knoevenagel condensation catalyzed by [MeHMTA]BF4 ionic liquid
Keithellakpam, Sanjoy,Moirangthem, Nimalini,Laitonjam, Warjeet S.
, p. 1157 - 1161 (2015/09/28)
Hexamethylenetetramine-based ionic liquid, 1-methylhexamethylenetetraminium tetrafluoroborate, has been used as a catalyst for a simple and efficient method for Knoevenagel condensation of active methylene compounds and various carbonyl compounds affordin
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
Improved synthesis of mono- and disubstituted 2-halonicotinonitriles from alkylidene malononitriles
Longstreet, Ashley R.,Campbell, Brian S.,Gupton, B. Frank,McQuade, D. Tyler
supporting information, p. 5298 - 5301 (2013/11/06)
Pyridines with 2,3,4 and/or 5 substitution remain challenging to prepare. Existing strategies to form multisubstituted 2-halonicotinonitriles via enamines suffer from dimerization of the starting alkylidene malononitriles resulting in low yields. Through alteration of reaction conditions, a new high yielding method into enamines was realized by condensing DMF-DMA and alkylidene malononitriles in the presence of substoichiometric acetic anhydride. Cyclization of the resulting enamines under Pinner conditions provided 2-halonicotinonitriles in high overall yields.
Design, synthesis, docking study and biological evaluation of some novel tetrahydrochromeno [3′,4′:5,6]pyrano[2,3-b]quinolin-6(7H)-one derivatives against acetyl- and butyrylcholinesterase
Khoobi, Mehdi,Alipour, Masoumeh,Moradi, Alireza,Sakhteman, Amirhossein,Nadri, Hamid,Razavi, Seyyede Faeze,Ghandi, Mehdi,Foroumadi, Alireza,Shafiee, Abbas
, p. 291 - 300 (2013/10/01)
Novel hybrid derivatives of two known scaffolds; tetrahydroaminoquinoline and coumarin were synthesized and evaluated for both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) activities. By means of an efficient nanocatalyst, the reaction time for the syntheses of the target compounds was reduced. Subsequently, Ellman's modified method was used to evaluate the enzyme inhibitory activity of the synthesized structures. It was observed that most hybrid structures were moderate to potent inhibitors of AChE compared to Tacrine as the reference drug among which 7f with 4-fluorophenyl substituent was the most active compound (IC50 = 5 nM).
A simple, efficient and green procedure for Knoevenagel condensation catalyzed by [C4dabco][BF4] ionic liquid in water
Xu, Da-Zhen,Liu, Yingjun,Shi, Sen,Wang, Yongmei
experimental part, p. 514 - 517 (2010/08/04)
A convenient and rapid method for Knoevenagel condensation has been developed by using DABCO-base ionic liquid catalysts. This method is applicable to a wide range of aromatic/aliphatic/heterocyclic/α,β-unsaturated aldehydes and ketones with active methyl
