37852-42-9Relevant academic research and scientific papers
Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides
Kumar, Yogesh,Shaw, Mukta,Thakur, Rima,Kumar, Amit
, p. 6617 - 6625 (2016/08/16)
A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.
Synthesis of Some Novel 2-Substitutedbenzyl-(4)7-phenyl-1H-benzo[d]imidazoles in Mild Conditions as Potent Anti-Tyrosinase and Antioxidant Agents
Do?an, ?nci S.,?zel, Arzu,Birinci, Zeynep,Barut, Burak,Sellitepe, Hasan E.,Kahveci, Bahittin
, p. 881 - 888 (2016/11/09)
Novel 2-substitutedbenzyl-4(7)-phenyl-1H-benzo[d]imidazole compounds were synthesized and characterized. Although 2a and 2b were reported previously in the literature, 11 compounds were synthesized (nine of them were newly synthesized) and the tyrosinase inhibitory effects and antioxidant activities of these compounds were studied for the first time. All of the synthesized compounds displayed certain inhibitory effects on tyrosinase, with IC50 values ranging from 37.86 ± 0.24 to 75.81 ± 2.49 μM. Among the compounds, 2j exhibited similar tyrosinase inhibitory effect (IC50 = 37.86 ± 0.24 μM) to the positive control, kojic acid (IC50 = 21.93 ± 0.11 μM). Kinetic studies revealed it to act as non-competitive tyrosinase inhibitor with a Ki value of 50.2 μM. The antioxidant activities of the compounds were investigated by using in vitro antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP). All of these results indicated that the compounds might have potential application as tyrosinase inhibitors.
Copper(II)-Catalyzed Benzylic C(sp3)-H Aerobic Oxidation of (Hetero)Aryl Acetimidates: Synthesis of Aryl-α-ketoesters
Kumar, Yogesh,Jaiswal, Yogesh,Kumar, Amit
, p. 12247 - 12257 (2016/12/23)
A straightforward method is developed in this paper for the synthesis of α-ketoesters through copper-catalyzed aerobic oxidation of (hetero)aryl acetimidates using molecular oxygen as a sustainable oxidant. The reaction represents the first example of the direct synthesis of aryl-α-ketoesters from arylacetimidates through the aerobic oxidation of a benzylic C(sp3)-H (CO) bond in moderate to good yield. This transformation occurs under mild reaction conditions with a wide range of substrates and utilizes a readily available oxidant and catalyst. The synthetic utility of this transformation is demonstrated through scaled-up synthesis. A plausible reaction mechanism is also proposed.
Microwave-assisted synthesis of some 2-substituted quinazolin-4(3H)-one derivatives from iminoester hydrochlorides
Mentese, Emre,Kahveci, Bahittin
, p. 147 - 150 (2015/01/16)
Herein, a method that involves a reaction of iminoester hydrochloride with methyl anthranilate via microwave assisted synthesis is reported. This efficient procedure provides pure products within few minutes. This method can be used as a general technique for synthesizing quinazoline derivatives.
Efficient microwave assisted synthesis of some new benzimidazoles containing the mebendazole nucleus
Mentese, Emre
, p. 168 - 170 (2013/07/05)
A simple and practical method has been developed for the synthesis of benzimidazoles containing the biological active mebendazole nucleus. Iminoester hydrochlorides of phenylacetic acids were used as intermediates in the reaction with 3,4-diaminobenzophen
Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles
Grella,Cabras,Murineddu,Pau,Pinna
, p. 267 - 272 (2007/10/03)
Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an hete
Synthesis and choleretic activity of 3-[2-(3-R', 4-R'', 5-R'''-benzyl)-5- R-benzimidazol-1-yl]-butanoic acids
Grella,Paglietti,Sparatore,Satta,Manca,Peana
, p. 21 - 35 (2007/10/02)
On the ground of the evidentiated choleretic activity of 3-[2- benzylbenzimidazol-1-yl]butanoic acid, 28 new acids were prepared in order to evaluate the influence of suitable substitutions in either C5 of heteroring or C3', C4', C5' of benzyl group in po
