33240-21-0Relevant articles and documents
Photoactivated Healable Vitrimeric Copolymers
Wright, Taylor,Tomkovic, Tanja,Hatzikiriakos, Savvas G.,Wolf, Michael O.
, p. 36 - 42 (2019)
A composite polymer based on vinylogous urethane vitrimer bonding with both photodimerizable and thermally exchangeable functionalities is described. Polymers containing various ratios of photodimerizable diaminoanthracene monomers and thermally exchangeable diaminoalkyl monomers linked by a common bisacetoacetate group are studied. It is demonstrated that alkyl amines undergo the necessary thermal exchange reactions for vinylogous urethane vitrimers, while aromatic amines do not. UV-induced dimerization of the anthracene units results in changes to the rheological properties and the glass transition temperature due to polymer cross-linking. Rapid and near-complete scratch healing upon heating is demonstrated, with a tunable onset temperature for healing controlled by UV irradiation. The viability of a composite vitrimeric system, wherein vitrimeric monomers are combined with non-vitrimeric, stimuli-responsive monomers to generate random copolymers with new properties, is demonstrated.
Facile one-pot multicomponent synthesis of highly functionalized tetrahydropyridines using thiamine hydrochloride as an organocatalyst
Singh, Sandeep,Gupta, Annah,Kapoor, Kamal K.
supporting information, p. 1056 - 1063 (2020/03/04)
Thiamine hydrochloride (VitB1) has been found to be an efficient catalyst for the multicomponent synthesis of highly functionalized tetrahydropyridines from the reaction of β-ketoester, aromatic aldehydes and anilines. VitB1 is easily available, cheap, and eco benign.
Manganese (III) acetate mediated synthesis of polysubstituted pyrroles under solvent-free ball milling
Zeng, Ji-Chao,Xu, Hui,Yu, Fei,Zhang, Ze
, p. 674 - 678 (2017/01/25)
Under solvent-free ball milling conditions, a simple and mild method was developed for efficient synthesis of 2,5-dimethyl-3,4-dicarboxylate-pyrroles and N-substituted 3,4-diphenylpyrroles via condensation-annulation of amines with acetoacetate and 2-phen
Graphene oxide: A carbocatalyst for the one-pot multicomponent synthesis of highly functionalized tetrahydropyridines
Gupta, Annah,Kaur, Ramneet,Singh, Deepika,Kapoor, Kamal K.
, p. 2583 - 2587 (2017/06/13)
A simple, straightforward and efficient methodology is described for the synthesis of polysubstituted tetrahydropyridine via one-pot multicomponent reaction of β-ketoester, aldehyde and aniline in presence of catalytic amount of graphene oxide in acetonitrile. Graphene oxide is a versatile carbocatalyst and this is the first report on its application in a five component reaction. Good yield, usage of readily available starting material, operational simplicity, easy work-up and eco-friendly re-usable catalyst are the key features of this protocol.
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
Zeng, Ji-Chao,Yu, Fei,Asiri, Abdullah M.,Marwani, Hadi M.,Zhanga, Ze
, p. 2054 - 2064 (2017/11/21)
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.
Bimetallic Ag-Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds
Rout, Lipeeka,Kumar, Aniket,Dhaka, Rajendra S.,Dash, Priyabrat
, p. 49923 - 49940 (2016/06/15)
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.
Calix[n]arenes: Active organocatalysts for the synthesis of densely functionalized piperidines by one-pot multicomponent procedure
Palermo,Sathicq,Liberto,Fernandes,Langer,Jios,Romanelli
supporting information, p. 2049 - 2054 (2016/04/26)
An efficient, suitable and high yielding method has been developed for the synthesis of different densely functionalized piperidine derivatives via pseudo-five component, one-pot domino reaction through a combination of β-ketoesters, aromatic aldehydes, and various amines using p-sulfonic acid calix[n]arenes as catalysts. The reaction was carried out in refluxing methanol, affording very good yields of the expected piperidine. Atomic economy, environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol.
Three naphthalenedisulfonate polymers with imidazole-containing ligands: Synthesis, structure and heterogeneously catalytic performance in reactions of enamination of β-dicarbonyl compounds
Wang, Li,Liu, Jing,Guo, Hui,Deng, Dongsheng,Yao, Tian,Wang, Xingwei,Wang, Xinyi,Wu, Hongli
supporting information, p. 253 - 260 (2015/04/14)
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.
Fabrication of Ag/γ-Fe2O3@TiO2 hollow magnetic core-shell nanospheres as highly efficient catalysts for the synthesis of β-enaminones
Huo, Hongfei,Li, Xinzhe,Zhou, Xingchun,Jiao, Lixin,Zhao, Shiling,Zhang, Le,Li, Wenzhu,Li, Shuwen,Li, Rong
, p. 73612 - 73618 (2015/09/15)
Herein, we describe a method to prepare hollow magnetic mesoporous sphere catalysts (Ag/γ-Fe2O3@meso-TiO2). The core-shell strategy efficiently prevents the aggregation of Ag NPs in the high temperature calcination process and the leaching of Ag NPs for the catalytic reaction in the liquid phase. The catalyst is characterized by TEM, XRD and ICP-AES. Moreover, the catalyst exhibited improved activity for the synthesis of β-enaminones, and it could be easily recovered by an external magnet from the reaction mixture and recycled five times without any significant loss in activity.
Highly functionalized tetrahydropyridines are cytotoxic and selective inhibitors of human puromycin sensitive aminopeptidase
Aeluri, Raghunath,Ganji, Roopa Jones,Marapaka, Anil Kumar,Pillalamarri, Vijaykumar,Alla, Manjula,Addlagatta, Anthony
, p. 26 - 33 (2015/11/24)
Efficient one-pot five-component synthetic protocols for highly functionalized tetrahydropyridines (THPs) and their biological evaluation have been illustrated. Synthesis of novel functionalized tetrahydropyridines containing differential substitutions at 2,6-positions has been achieved via a modified MCR. Cytotoxic studies of 23 synthesized compounds have been carried out against three different cell lines, namely A-549, HeLa and HepG2, wherein some compounds have displayed appreciable cytotoxicity. Further, investigation of enzyme inhibition by the synthesized THPs has been carried out against four members of M1 family aminopeptidases. Several compounds have selectively inhibited only one member of this enzyme family i.e., human puromycin sensitive aminopeptidase (hPSA). Among the compounds; 4b, 9b, 9e and 10a demonstrated best inhibition against hPSA.