1451059-18-9Relevant academic research and scientific papers
Synthesis of 1,4-disubstituted 1,2,3-triazoles from aromatic α-bromoketones, sodium azide and terminal acetylenes via Cu/Cu(OTf) 2-catalyzed click reaction under microwave irradiation
Fazeli, Azadeh,Oskooie, Hossein A.,Beheshtiha, Yahya S.,Heravi, Majid M.,Moghaddam, Firouz Matloubi,Foroushani, Behzad Koushki
, p. 391 - 396 (2013)
Reaction of aromatic α-bromoketones, sodium azide and aromatic or aliphatic terminal acetylenes in the presence of Cu/Cu(OTf)2 following the classical method (aqueous acetonitrile at room temperature) and under microwave irradiation (H2/s
Immobilized galactose oxidase in alginate gel (GO-Bead): a versatile and efficient biocatalyst for the regioselective synthesis of 1,4-disubstitued-1,2,3-triazoles: click reaction
Akbari Gourdani, Fateme,Ghadam, Parinaz,Heravi, Majid M.,Malmir, Masoume
, p. 1471 - 1478 (2021/01/09)
Galactose oxidase (E.C. 1.1.3.9) is an extracellular oxidoreductase enzyme containing Cu(I) which is produced by some fungi like Fusarium species. The enzyme catalyzes the selective oxidation of primary alcohols like galactose. In this study, a heterogeneous enzymatic system for click reaction was prepared. The most important advantage of the heterogeneous catalyst is the ease of separation and their possible reusability. Therefore, galactose oxidase was immobilized by entrapment; for this purpose, alginate polysaccharide beads with different diameters were synthesized and galactose oxidase was immobilized into them to obtain galactose oxidase-bead (GO-Bead). Next, the catalytic activity of galactose oxidase-beads was examined in the one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction comprising diversely benzyl halides, sodium azide and different alkynes in aqueous medium which need Cu(I) for their performance. The catalyst was conventionally recovered and effectively reused in several runs with no appreciable decrease in its catalytic activity.
Design and synthesis of magnetic Fe3O4?NFC-ImSalophCu nanocatalyst based on cellulose nanofibers as a new and highly efficient, reusable, stable and green catalyst for the synthesis of 1,2,3-triazoles
Bagherzade, Ghodsieh,Eshghi, Hossein,Ghamari kargar, Pouya
, p. 32927 - 32937 (2020/09/21)
The Fe3O4?NFC-ImSalophCu catalyst was used as a highly stable, reusable, active, green catalyst for the synthesis of 1,2,3-triazolesviaone-pot three-component reaction of phenacyl bromides, sodium azide and alkynes. A Cu(ii)-Schiff base complex containing an imidazolium ionic phase was prepared and decorated on core shell Fe3O4?NFC magnetic nanoparticles (Fe3O4?NFC-ImSalophCu) and was used as an efficient catalyst. The heterogeneous catalyst was characterized by FT-IR spectroscopy, FE-SEM, TEM, XRD spectroscopy, EDX spectroscopy, VSM, and ICP spectroscopy. This catalyst shows the dual function of the metal sites and imidazolium moieties. The catalytic system mentioned above also showed excellent activity in the synthesis of bis 1,4-disubstituted 1,2,3-triazoles. Moreover, the catalyst could be recycled and reused for four cycles without any decrease in its catalytic activity.
In situ preparation and characterization of novel CuI-functionalized poly[(methyl methacrylate)-co-maleimide] as an efficient heterogeneous catalyst in the regioselective synthesis of 1,2,3-triazoles via click reaction: Experimental and computational chemistry
Pourmohammad, Nargess,Heravi, Majid M.,Ahmadi, Shervin,Hosseinnejad, Tayebe
, (2019/05/15)
A CuI-functionalized poly[(methyl methacrylate)-co-maleimide] (CuI@[PMMA-co-MI]) nanocatalyst was prepared from in situ polymerization and functionalization of poly[(methyl methacrylate)-co-(maleic anhydride)] and well characterized using various techniques. From a computational viewpoint, we assessed two complexation models between copper nanoparticles and [PMMA-co-MI]. In this line, the metal–ligand interaction strength was also studied via density functional theory calculations and frontier molecular orbital analysis. Moreover, for presenting a quantitative description of the electronic features of immobilization of copper nanoparticles on polymeric support, the topological analysis of electron density and its Laplacian was performed through quantum theory of atoms in molecules. Finally, the catalytic activity of CuI@[PMMA-co-MI] as a heterogeneous nanocatalyst was successfully examined in the highly regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction.
Magnetic nano-Fe3O4@TiO2/Cu2O core-shell composite: An efficient novel catalyst for the regioselective synthesis of 1,2,3-triazoles using a click reaction
Nemati, Firouzeh,Heravi, Majid M.,Elhampour, Ali
, p. 45775 - 45784 (2015/06/08)
A magnetic nano-Fe3O4@TiO2/Cu2O core-shell composite, optimized for the loading amount of Cu2O, was successfully prepared and fully characterized by analyzing FT-IR, XRD, XPS, FEG-SEM, EDS, and VSM data. The catalytic activity of the nano-Fe3O4@TiO2/Cu2O core-shell composite was examined in a classical one-pot and three-component reaction of terminal alkynes, benzyl halides, and sodium azide in water that was observed to proceed smoothly and completed in good yields with high regioselectivity. The catalyst was conventionally recovered using an external magnet and was reused in at least five successive runs without an appreciable loss of activity. This journal is
Green and facile synthesis of 1,4-disubstituted 1,2,3-triazoles via a click reaction of -bromo ketones, [bmim]n3 and terminal acetylenes
Fazeli, Azadeh,Oskooie, Hossein A.,Beheshtiha, Yahya S.,Heravi, Majid M.,Valizadeh, Hassan
, p. 738 - 743 (2014/03/21)
An efficient and green one pot method is reported for regioselective synthesis of 1,4-disubstituted 1,2,3- triazoles. In this method, ketoazides are generated via in situ reaction between bromo ketones and 1-butyl-3- methylimidazolium azide [bmim]N3 in aqueous ethanol and reacted with terminal acetylenes using Cu-CuSO4 at room temperature to afford 1,4-disubstituted 1,2,3-triazoles.
