2562-77-8Relevant academic research and scientific papers
Experimental and theoretical investigation of intramolecular cooperativity in cyclic benzene trimer motif
Kumar, Chakka Kiran,Deval Sathiyashivan, Shankar,Masram, Dhanraj T.,Jose, K. V. Jovan,Sathiyendiran, Malaichamy
, p. 753 - 760 (2019)
A series of new symmetrical tripodal molecules 1a-4b with a central benzene scaffold substituted with methyl/ethyl groups and three benzimidazolyl units having a bithiophene/biphenyl/5-alkylthiophene motif at the 2-position via a-CH2-unit were
Photochemical Synthesis of Benzimidazoles from Diamines and Aldehydes
Skolia, Elpida,Apostolopoulou, Mary K.,Nikitas, Nikolaos F.,Kokotos, Christoforos G.
supporting information, p. 422 - 428 (2020/12/13)
An efficient, green, cheap, and metal-free photochemical protocol for the synthesis of benzimidazoles has been developed. 2,2-Dimethoxy-2-phenylacetophenone was employed as the photoinitiator and CFL lamps were used as the light source, leading to the cyc
Direct synthesis of 2-substituted benzimidazoles: Via dehydrogenative coupling of aromatic-diamine and primary alcohol catalyzed by a Co complex
Zuo, Minghui,Guo, Weihao,Pang, Yucheng,Guo, Rui,Hou, Chuanfu,Sun, Shouneng,Wu, Hongfeng,Sun, Zhizhong,Chu, Wenyi
, p. 14490 - 14495 (2020/10/03)
A Co(ii) complex with a stable structure was designed and synthesized with quinalic acid and Co (OAc)2·4H2O. The single crystal structure of the complex was characterized by X-ray diffraction. A dehydrogenative coupling of aromatic diamines and primary alcohols was developed by using the Co(ii) complex as the catalyst to synthesize 2-substituted benzimidazole. A series of 2-substituted benzimidazoles were obtained with good to excellent yields under mild reaction conditions. In addition, a compound with inhibitory Parkinson's activity was synthesized on a gram-scale by using this method. Finally, the reaction mechanism was proposed and the energy changes in the reaction process were simulated by density functional theory (DFT).
A Green, Scalable, One-Minute Synthesis of Benzimidazoles
Elumalai, Vijayaragavan,Hansen, Jorn H.
supporting information, p. 547 - 552 (2020/03/27)
Herein is reported a substantially improved synthesis of 2-substituted benzimidazoles by condensation of 1,2-diaminoarenes and aldehydes using methanol as the reaction medium. The developed method afforded moderate to excellent yields (33-96percent) at am
Transforming Oxadiazolines through Nitrene Intermediates by Energy Transfer Catalysis: Access to Sulfoximines and Benzimidazoles
Park, Do Dam,Min, Kwan Hong,Kang, Jihee,Hwang, Ho Seong,Soni, Vineet Kumar,Cho, Cheon-Gyu,Cho, Eun Jin
supporting information, p. 1130 - 1134 (2020/02/15)
Subtle differences in reaction conditions facilitated unprecedented photocatalytic reactions of oxadiazolines by energy transfer catalysis. A set of compounds, sulfoximines and benzimidazoles, were ingeniously prepared from oxadiazolines via nitrene intermediates by photocatalytic N-O/C-N bond cleavages. The synthesis of sulfoximines was realized through intermolecular N-S bond formation between nitrene intermediates and sulfoxides, whereas benzimidazoles were obtained via intramolecular aromatic substitution of the nitrene to the tethered aryl substituent.
Metal-organic framework mediated expeditious synthesis of benzimidazole and benzothiazole derivatives through an oxidative cyclization pathway
Sankar, Velayudham,Karthik, Peramaiah,Neppolian, Bernaurdshaw,Sivakumar, Bitragunta
, p. 1021 - 1027 (2020/01/31)
Herein, we report the facile synthesis of various benzimidazoles and benzothiazoles by using the NH2-MIL-125(Ti) MOF as an efficient oxidant-free heterogeneous catalyst with good yield. Adsorption of the substrate on the NH2-MIL-125(Ti) MOF surface through electron deficient Ti4+ sites initiates the reaction. The broad substrate scope and high reusability of this catalyst are attractive for synthesis of a wide range of medicinally active benzimidazole and benzothiazole derivatives.
Oxidative Radical Relay Functionalization for the Synthesis of Benzimidazo[2,1-a]iso-quinolin-6(5H)-ones
Sun, Kai,Li, Guofeng,Li, Yuyang,Yu, Jie,Zhao, Qing,Zhang, Zhiguo,Zhang, Guisheng
, p. 1947 - 1954 (2020/03/23)
Here, a mild and general oxidative radical relay carbocyclization reaction with 2-arylbenzoimidazoles and cyclic ethers is reported. This method provides an efficient access to a wide range of structurally diverse benzimidazo[2,1-a]isoquinoline-6(5H)-ones under metal-free conditions. The wide substrate scope, good functional group tolerance, and scale-up operation of this method are expected to promote its potential applications in biotechnology and pharmacy. (Figure presented.).
New synthesis method of thiabendazole
-
Paragraph 0026; 0035; 0036; 0037; 0038; 0178; 0179, (2020/02/20)
The invention relates to a new synthetic route of a drug commonly named as thiabendazole. Thiazole-4-formaldehyde is used as a raw material, and is condensed with hydroxylamine hydrochloride to obtainthiazole-4-formaldoxime, thiazole-4-formaldoxime is subjected to chlorination by using NCS, and then reacts with aniline to obtain N-phenylthiazole-4-methylamine oxime, then N-phenylthiazole-4-methylamine oxime reacts with p-trifluoromethyl benzoyl chloride to obtain an amidoxime ester, and finally a visible-light-catalyzed free radical reaction is adopted for cyclization to obtain thiazole. According to the method, the visible-light-catalyzed free radical reaction is used to the synthesis of thiabendazole for the first time, the reaction conditions of a high temperature and a strong acid inthe traditional synthesis method are avoided, and thereby the reaction is greener and milder. The method has a broad spectrum, and can also be used for synthesis of imidazole compounds Ia-Ial.
2-ARYLBENZIMIDAZOLES AS PPARGC1A ACTIVATORS FOR TREATING NEURODEGENERATIVE DISEASES
-
Paragraph 85; 90, (2020/03/02)
A genus of compounds encompassed by formula (III) and their use is disclosed: Formula (III). The compounds activate Ppargc1a and, as a consequence, are useful for treating a variety of neurodegenerative diseases such as amyotrophic lateral sclerosis (ALS), Alzheimer's disease, Parkinson's disease, Huntington's disease, frontotemporal degeneration, dementia with Lewy bodies, motor neuron diseases, and a demyelinating disease.
Formation of Amidinyl Radicals via Visible-Light-Promoted Reduction of N-Phenyl Amidoxime Esters and Application to the Synthesis of 2-Substituted Benzimidazoles
Li, Gang,He, Ru,Liu, Qiang,Wang, Ziwen,Liu, Yuxiu,Wang, Qingmin
, p. 8646 - 8660 (2019/07/08)
We have developed a new method for the synthesis of 2-substituted benzimidazoles via amidinyl radicals generated by visible-light-promoted reduction of N-phenyl amidoxime esters in the presence of an iridium photocatalyst. This is the first report of the use of N-phenyl amidoxime esters as amidinyl radical precursors, and the first use of substituted benzene rings as amidinyl radical acceptors. This method widens the application range of substrates and overcomes the shortcomings of the traditional methods for the synthesis of 2-substituted benzimidazoles, which requires harsh reaction conditions, involves difficult-to-prepare substituted o-phenylenediamine substrates, and produces acidic waste.
