88474-34-4Relevant academic research and scientific papers
Highly effective inhibition of mild steel corrosion in HCl solution by using pyrido[1,2-a]benzimidazoles
Zhang, Weiwei,Li, Hui-Jing,Wang, Meirong,Wang, Li-Juan,Zhang, Ai-Han,Wu, Yan-Chao
, p. 413 - 426 (2019)
The inhibition performance of three pyrido[1,2-a]benzimidazoles, namely, benzo[4,5]imidazo[1,2-a]pyridine (BIP), 2-methylbenzo[4,5]imidazo[1,2-a]pyridine (MBIP), and 2-(trifluoromethyl)benzo[4,5]imidazo[1,2-a]pyridine (TBIP), for steel corrosion in hydrochloric acid solution were researched through a weight loss test, electrochemical techniques, surface morphology (SEM, XPS) studies, and theoretical methods. The experimental results revealed that TBIP, BIP, and MBIP had excellent inhibition performance, and their maximum inhibition efficiencies at 0.25 mmol L?1 were 95.48%, 97.65%, and 98.96%, respectively. The properties of these inhibitors are considered to be mixed-type, and their adsorption mode belongs to the Langmuir isothermal type. The formation and properties of an adsorbed film on a steel surface were investigated using scanning electron microscopy (SEM) and X-ray photoelectron spectroscopy (XPS). Quantum chemical calculations provided insightful quantitative information to conclude the correlation between the molecular structures and inhibition performance. Molecular dynamics (MD) simulations were carried out to explore the configurationally adsorption behavior of these pyrido[1,2-a]benzimidazoles on Fe(110) surface, and the binding energy of these three inhibitors followed the order MBIP > BIP > TBIP, which is consistent with the experimental evaluation results.
Copper Acetate Aerobic Oxidative Synthesis of Pyrido[1,2- a ]benzimidazoles from Aminopyridines and Phenylboronic Acids
Guo, Hui,Liu, Jingli,Yan, Hao,Zhang, Guanghui,Zhang, Shuan,Zhou, Xiaoqiang,Zuo, Zhenyu
supporting information, p. 1469 - 1473 (2019/07/15)
Pyrido[1,2- a ]benzimidazoles, which show interesting and potentially useful biological activities, have drawn extensive attention from chemists. A straightforward copper acetate-oxidative one-pot synthesis of these compounds from 2-aminopyridines and phenylboronic acids through C-N bond formation and C-H bond activation was developed as a simple and convenient method.
Efficient pyrido[1,2-a]benzimidazole formation from 2-aminopyridines and cyclohexanones under metal-free conditions
Xie, Yanjun,Wu, Jun,Che, Xingzong,Chen, Ya,Huang, Huawen,Deng, Guo-Jun
supporting information, p. 667 - 671 (2016/02/12)
An efficient procedure for pyrido[1,2-a]benzimidazole preparation from 2-aminopyridines and cyclohexanones under metal-free conditions is described. Non-aromatic cyclohexanones were used as the aryl source via a dehydrogenation-aromatization process using molecular oxygen as the green oxidant.
Copper-Catalyzed Inter- and Intramolecular C-N Bond Formation: Synthesis of Benzimidazole-Fused Heterocycles
Rasheed, Sk.,Rao, D. Nageswar,Das, Parthasarathi
, p. 9321 - 9327 (2015/09/28)
A Cu (II)-catalyzed, inter/intramolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise manner has been reported. The robustness of this reaction is demonstrated by the synthesis of a series of benzimidazole-fused heteroaromatics (e.g., pyrido[1,2-a] benzimidazole, benzimidazo[1,2-a]quinolines, benzimidazo [1,2-a]pyrazine, benzo[4,5] imidazo[2,1-b]thiazoles) directly from 2-aminoheteroarenens and 2-iodoarylboronic acids in one-pot. The novel cascade protocol for C-N bond formation operates via unique combination of Chan-Lam type coupling followed by Ullmann-type reaction.
A metal-free tandem demethylenation/C(sp2)-H cycloamination process of N -Benzyl-2-aminopyridines via C-C and C-N bond cleavage
Liang, Dongdong,He, Yimiao,Liu, Lanying,Zhu, Qiang
, p. 3476 - 3479 (2013/07/26)
A mild, metal-free synthesis of pyrido[1,2-a]benzimidazoles starting with N-benzyl-2-aminopyridines, which employs PhI(OPiv)2 as a stoichiometric oxidant, has been developed. The process is initiated by an unusual PhI(OPiv)2-mediated ipso SEAr reaction, followed by solvent-assisted C-C and C-N bond cleavage.
Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C-N bond formation via SRN1 reactions
Barolo, Silvia M.,Wang, You,Rossi, Roberto A.,Cuny, Gregory D.
, p. 5487 - 5494 (2013/06/27)
The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C-N bond forming reactions in moderate to excellent yields (58-94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C-C bond formation generating 7H-indolo[2,3-c]isoquinoline.
Synthesis of pyrido[1,2-a]benzimidazoles through a copper-catalyzed cascade C-N coupling process
Wu, Zhiqing,Huang, Qing,Zhou, Xiangge,Yu, Lintao,Li, Zhengkai,Wu, Di
supporting information; experimental part, p. 5242 - 5245 (2011/11/13)
A simple and efficient method for the preparation ofpyrido[1,2-a] benzimidazoles by a copper-catalyzed inter-and intramolecular C-N coupling cascade process was designed and carried out, and the products were obtained in moderate to excellent yields (up to 93 %).
Regiospecific synthesis of 1, 2-disubstituted (hetero)aryl fused imidazoles with tunable fluorescent emission
Zhao, Dongbing,Hu, Junyi,Wu, Ningjie,Huang, Xiaolei,Qin, Xurong,Lan, Jingbo,You, Jingsong
supporting information; experimental part, p. 6516 - 6519 (2012/02/02)
A palladium-catalyzed two or fourfold amination was established that allows regiospecific synthesis of a diversity-oriented library of 1, 2 disubstituted (hetero)aryl fused imidazoles, and provides an exceptional tool for the discovery of fluorescent scaf
A direct intramolecular C-H amination reaction cocatalyzed by copper(II) and iron(III) as part of an efficient route for the synthesis of pyrido[1,2-a ]benzimidazoles from N-aryl-2-aminopyridines
Wang, Honggen,Wang, Yong,Peng, Changlan,Zhang, Jiancun,Zhu, Qiang
supporting information; experimental part, p. 13217 - 13219 (2010/11/04)
A novel and efficient synthesis of pyrido[1,2-a]benzimidazoles through direct intramolecular aromatic C-H amination of N-aryl-2-aminopyridines has been developed. The reaction, cocatalyzed by Cu(OAc)2 and Fe(NO 3)3?9H
New Method for the Synthesis of Pyridobenzimidazole
Prostakov, N. S.,Varlamov, A. V.,Shendrik, I. V.,Anisimov, B. N.,Krapivko, A. P.,et al.
, p. 1101 - 1103 (2007/10/02)
A catalytic method for the conversion of α-(phenylamino)pyridines to pyridobenzimidazoles was developed.
