234750-98-2Relevant academic research and scientific papers
Liquid phase synthesis of arylamines and its application to the benzimidazolone via nucleophilic aryl substitution
Pan, Pi-Chi,Sun, Chung-Ming
, p. 1537 - 1540 (1999)
A method for soluble, inexpensive polymer-supported synthesis of aryl amines and benzimidazolone on the basis of nucleophilic aryl substitution (S(N)Ar) is described. This method involves a direct coupling reaction between resin bound aryl fluoride and amines at ambient temperature. The products are isolated in quantitative yields and excellent purity by simple precipitation and washing. This liquid phase method proves to be a useful tool for constructing combinatorial arylamine and benzimidazolone libraries.
Diversity-Oriented Synthesis of Coumarin-Linked Benzimidazoles via a One-Pot, Three-Step, Intramolecular Knoevenagel Cyclization
Yao, Po-Hsin Eric,Kumar, Sunil,Liu, Yu-Li,Fang, Chiu-Ping,Liu, Chia-Chen,Sun, Chung-Ming
supporting information, p. 271 - 275 (2017/04/21)
Diversity-oriented synthesis of coumarin-linked benzimidazoles from N-(2-aminophenyl)-2-cyanoacetamide was achieved via a one-pot, three-step sequential reaction in excellent yields. In situ intramolecular cyclization of the cyanoacetamide afforded benzimidazoles which subsequently underwent a Knoevenagel condensation of the 2-cyanomethylbenzimidazoles with salicylaldehydes promoted by triethylamine to reach the target compounds. An important intermediate, 2-(2-imino-2H-chromen-3-yl)-1H-benzimidazole was characterized by X-ray analysis and further hydrolyzed to 2-(coumarin-3-yl)benzimidazole in acidic condition. Among the synthesized compounds, some were found to be promising inhibitors of porcine kidney d-amino acid oxidase (pkDAO).
Rhodium-Catalyzed Regioselective Synthesis of Isocoumarins through Benzothiadiazine-Fused Frameworks
Dalvi, Prashant B.,Lin, Kuang-Ling,Kulkarni, Manohar V.,Sun, Chung-Ming
, p. 3706 - 3709 (2016/08/16)
An unprecedented two-step, one-pot synthesis of benzimidazothiadiazine 5,5-dioxides is presented. Reaction condition based regioselectivity has been achieved where fused benzimidazo[1,2-b][1,2,4]thiadiazines are exclusively formed under thermal conditions
Copper catalyzed aerobic oxidative cyclization and ketonization: One pot synthesis of benzoimidazo[1,2-: A] imidazolones
Selvaraju, Manikandan,Ye, Tzuen-Yang,Li, Chia-Hsin,Ho, Pei-Heng,Sun, Chung-Ming
supporting information, p. 6621 - 6624 (2016/06/01)
A highly efficient synthesis of benzoimidazo[1,2-a]imidazolone through a novel oxidative 5-exo-dig cyclization-ketonization cascade of 2-aminobenzimidazole, aldehyde and terminal alkyne has been explored under aerobic conditions. The reaction proceeds thr
Three Component Divergent Reactions: Base-Controlled Amphiphilic Synthesis of Benzimidazole-Linked Thiazetidines and Fused Thiadiazines
Selvaraju, Manikandan,Dhole, Sandip,Sun, Chung-Ming
, p. 8867 - 8875 (2016/10/14)
A divergent reaction of 2-aminobenzimidazole with isothiocyanates and dihalomethanes has been developed for the selective synthesis of benzoimidazothiazetidine and benzoimidazothiadiazine. A single-pot reaction of 2-aminobenzimidazole in the presence of s
Synthesis and bioevaluation of pyrazole-benzimidazolone hybrids as novel human 4-Hydroxyphenylpyruvate dioxygenase inhibitors
Xu, Yu-Ling,Lin, Hong-Yan,Ruan, Xu,Yang, Sheng-Gang,Hao, Ge-Fei,Yang, Wen-Chao,Yang, Guang-Fu
, p. 427 - 438 (2015/03/05)
4-Hydroxyphenylpyruvate dioxygenase (HPPD), an essential enzyme in tyrosine catabolism, is an important target for treating type I tyrosinemia. Inhibition of HPPD can effectively alleviate the symptoms of type I tyrosinemia. However, only one commercial H
Multicomponent solvent-free synthesis of benzimidazolyl imidazo[1,2-a]-pyridine under microwave irradiation
Maiti, Barnali,Chanda, Kaushik,Selvaraju, Manikandan,Tseng, Chih-Chung,Sun, Chung-Ming
, p. 291 - 297 (2013/07/25)
A novel one-pot, three-component reaction employing variously substituted benzimidazole-linked amino pyridines, aldehydes, and isonitriles catalyzed by scandium(III) triflate under solvent-free conditions were accomplished. This new synthetic methodology
A concise synthesis of 2-(2-aminothiophene)-benzimidazoles by one-pot multicomponent reaction
Chen, Li-Hsun,Chuang, Ying-Sheng,Narhe, Bharat D.,Sun, Chung-Ming
, p. 13934 - 13943 (2013/08/23)
A one-pot synthesis of 2-aminothiophene linked benzimidazoles was achieved by utilizing 2-cyanomethyl benzimidazoles in a modified Gewald multicomponent reaction. The synthetic strategy of the reaction involved treatment of 2-(cyanomethyl)-benzimdazole wi
