205-54-9Relevant academic research and scientific papers
High-temperature catalytic synthesis of quinolino[1,2-a]benzimid azole and some of its transformations
Varlamov,Krapivko,N'ende,Levov,Prostakov
, p. 459 - 461 (1996)
The possibility of synthesis of quinoline[1,2-a]benzimidazole from aniline and quinoline on a dehydrogenating mark K-16 catalyst at 560-580°C was demonstrated. It was established that in the nitration of quinolino[1,2-a]benzimidazole, a 10-nitro-derivative is formed, whereas in the reaction with ADCE, tetramethoxycarbonylquinolino[1,2-a]pyrido[2′,1′-b]benzimidazole is formed. 1996 Plenum Publishing Corporation.
Derivative containing benzimidazole structure, preparation method of derivative and organic light-emitting device comprising derivative
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Paragraph 0049-0052, (2018/05/01)
The invention provides a derivative containing benzimidazole structure, a preparation method of the derivative and an organic light-emitting device comprising the derivative and belongs to the technical field of organic photoelectric materials. The derivative has a structure shown in formula (I). Owing to the presence of a benzimidazole group, the derivative provided herein has large pi-conjugatesystem, allows easy dispersion and migration for charge, has good stability, has excellent charge transport capacity and high glass transition temperature, can prevent crystallization and has good film-forming capacity, and a synthetic method of the derivative is simple and easily operable; the organic light-emitting device prepared using the derivative containing benzimidazole structure providedherein has high luminous efficiency and low drive voltage; as an electron transport material in the organic light-emitting device, the derivative can effectively improve luminous efficiency of OLED devices, and the organic light-emitting device is better than existing common OLED devices.
Copper-Catalyzed Direct, Regioselective Arylamination of N-Oxides: Studies to Access Conjugated π-Systems
Biswas, Aniruddha,Karmakar, Ujjwal,Nandi, Shiny,Samanta, Rajarshi
, p. 8933 - 8942 (2017/09/11)
An efficient copper(I)-catalyzed direct regioselective arylamination of various heterocyclic N-oxides was achieved successfully under redox-neutral conditions using anthranils as arylaminating reagents. The developed protocol is simple, straightforward, and economic with a broad range substrate scope. The dual functional groups in the final molecules were utilized to construct structurally and functionally diverse nitrogen-containing organic π-conjugated systems.
C-H cycloamination of N-aryl-2-aminopyridines and N-arylamidines catalyzed by an in situ generated hypervalent iodine(iii) reagent
He, Yimiao,Huang, Jinbo,Liang, Dongdong,Liu, Lanying,Zhu, Qiang
, p. 7352 - 7354 (2013/09/23)
A metal-free synthesis of diversified pyrido[1,2-a]benzimidazoles and 1H-benzo[d]imidazoles from N-aryl-2-aminopyridines and N-arylamidines has been developed. The C-H cycloamination reaction was catalyzed by hypervalent iodine(iii) species generated in situ from iodobenzene (catalytic) and peracetic acid (stoichiometric). The reaction proceeded smoothly at ambient temperature to provide the corresponding N-heterocycles in good to excellent yields.
Novel strategy for synthesis of substituted benzimidazo[1,2-a]quinolines
Kato, Jun-Ya,Ito, Yutaro,Ijuin, Ryosuke,Aoyama, Hiroshi,Yokomatsu, Tsutomu
supporting information, p. 3794 - 3797 (2013/08/23)
An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.
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
supporting information, 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.
On the importance of an acid additive in the synthesis of pyrido[1,2-a]benzimidazoles by direct copper-catalyzed amination
Masters, Kye-Simeon,Rauws, Tom R. M.,Yadav, Ashok K.,Herrebout, Wouter A.,Van Der Veken, Benjamin,Maes, Bert U. W.
supporting information; experimental part, p. 6315 - 6320 (2011/07/31)
Not just an acid! An expedient and highly modular synthesis of 6-, 7-, and 8-substituted pyrido[1,2-a]benzimidazoles (4) has been developed by a direct intramolecular C-H amination of N-phenylpyridin-2-amines (3). Efficient C-H amination of 3 could only be achieved in the presence of catalytic copper and an acid additive. The type of acid (pKa) proved to be crucial for the catalysis. C-Cl aminations in N-(2-chloroaryl)pyridin-2-amines allow access to 9-substituted pyrido[1,2-a]benzimidazoles. Copyright
Copper-catalyzed one-pot synthesis of substituted benzimidazo[1,2-a] quinolines
Zhou, Bing-Wei,Gao, Jian-Rong,Jiang, Dong,Jia, Jian-Hong,Yang, Zhen-Ping,Jin, Hong-Wei
scheme or table, p. 2794 - 2798 (2010/10/19)
A one-pot procedure for the synthesis of substituted benzimidazo[1,2-a] quinolines from the corresponding benzimidazoles and 2-bromobenzaldehydes has been developed. The titled products were prepared through Knoevenagel condensation and copper-catalyzed intramolecular Ullmann-type coupling in moderate to good yields. Georg Thieme Verlag Stuttgart.
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
Palladium-catalyzed intramolecular N-arylation of heteroarenes: A novel and efficient route to benzimidazo[1,2-a]quinolines
Venkatesh,Sundaram,Ila,Junjappa
, p. 1280 - 1283 (2007/10/03)
An efficient new route for the synthesis of benzimidazo-1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald-Harwtig aryl amination of newly synthesized 2-(2′-bromoanilino)quinolines.
