Department of Chemistry
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Item Copper triflate-mediated synthesis of 1,3,5-triarylpyrazoles in [bmim][PF6] ionic liquid and evaluation of their anticancer activities(RSC, 2013) Kumar, AnilA simple, efficient, and environment friendly protocol for the synthesis of 1,3,5-triarylpyrazoles and 1,3,5-triarylpyrazolines in [bmim][PF6] ionic liquid mediated by Cu(OTf)2 is described. The reaction protocol gave 1,3,5-triarylpyrazoles in good to high yields (71–84%) via a one-pot addition–cyclocondensation between chalcones and arylhydrazines, and oxidative aromatization without the requirement for an additional oxidizing reagent. The catalyst can be reused for up to four cycles without much loss in the catalytic activity. The pyrazoles (4a–o) and pyrazolines (3a–n) were evaluated for their antiproliferative activity in SK-OV-3, HT-29, and HeLa human cancer cells lines. Among all the compounds, 3b inhibited cell proliferation of HeLa cells by 80% at a concentration of 50 μM.Item Copper-Catalyzed Tandem Azide–Alkyne Cycloaddition, Ullmann Type C–N Coupling, and Intramolecular Direct Arylation(ACS, 2013) Kumar, Anil; Khungar, BhartiA ligand-free copper-catalyzed tandem azide–alkyne cycloaddition (CuAAC), Ullmann-type C–N coupling, and intramolecular direct arylation has been described. The designed strategy resulted in the synthesis of a novel trazole-fused azaheterocycle framework. The reaction gave good yields (59–77%) of 1,2,3-triazole-fused imidazo[1,2-a]pyridines in a single step.Item Ligand-Free, Copper-Catalyzed Ullmann-Type C–N Coupling: Regioselective Synthesis of Azole-Substituted Imidazo[1,2-a]pyridines(Thieme, 2013) Kumar, AnilA simple and highly efficient protocol for the regioselective synthesis of azole-substituted imidazo[1,2-a]pyridines has been developed using a ligand-free, copper-catalyzed Ullmann-type C–N coupling of 2-(2-bromophenyl)imidazo[1,2-a]pyridines with different azoles and in situ generated 1,2,3-triazoles. The reactions proceeded smoothly to furnish azolo-imidazo[1,2-a]pyridines in good to excellent yields (65–96%).Item Copper and palladium-catalyzed sequential reactions: one-pot synthesis of isoindolo[2,1-b]isoquinolin-7(5H)-ones(RSC, 2019) Kumar, AnilA highly efficient protocol has been developed for the synthesis of diversely substituted isoindolo[2,1-b]isoquinolin-7(5H)-ones through sequential Cu(II)-catalyzed Sonogashira coupling, intramolecular hydroamidation followed by palladium-catalyzed ligand-free Heck reaction. Good to excellent yields (41–94%) were observed with excellent substrate scope and functional group tolerance. The developed method represents a practical strategy for the construction of bioactive isoindolo[2,1-b]isoquinolin-7(5H)-ones.Item Saccharide derived dinuclear Cu(II) complex: An efficient catalyst for oxidation of catechol and benzylic alcohols(Elsiever, 2012-01) Sah, Ajay Kumar; Kumar, AnilCatalytical aspect of 4,6-O-ethylidene-β-D-glucopyranosylamine derived dinuclear Cu(II) complex has been explored. The complex exhibits good catecholase like activity and oxidizes model substrate 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-quinone. The complex also acts as selective catalyst to oxidize the primary and secondary alcohols to corresponding carbonyl compounds in excellent yield (65–82%) under mild conditions.