419557-39-4Relevant academic research and scientific papers
Copper-Catalyzed Multicomponent Reactions (MCRs) for Disulfenylation of Imidazo[1,2- a]pyridines Using Elemental Sulfur and Arylhalides and Intramolecular Cyclization of Haloimidazo[1,2- a]pyridines
Semwal, Rashmi,Ravi, Chitrakar,Saxena, Soumya,Adimurthy, Subbarayappa
, p. 14151 - 14160 (2019)
Copper-catalyzed synthesis of disulfenylated imidazo[1,2-a]pyridines and indoles using elemental sulfur and haloarenes through one-pot, three component reaction by two C-S-C bond formations has been developed. The method has a broad substrate scope with a variety of substituted haloarenes. The conditions were also applied for the synthesis of benzothieno-imidazo[1,2-a]pyridines in excellent yields (99%) through intramolecular sulfenocyclization of 2-(2-halophenyl)imidazo[1,2-a]pyridines using sulfur powder.
Synthesis and biological evaluation of novel benzimidazole derivatives and analogs targeting the NLRP3 inflammasome
Pan, Liangkun,Hang, Nan,Zhang, Chao,Chen, Yu,Li, Shuchun,Sun, Yang,Li, Zhongjun,Meng, Xiangbao
, (2017/03/09)
A series of benzo[d]imidazole analogues of thiabenzole were synthesized and their anti-inflammatory activities toward NLRP3 (nucleotide-binding domain leucine-rich repeat containing protein family, pyrin domain-containing 3, also known as cryopyrin or NALP3) inflammasome were evaluated in vitro. Two lead compounds, TBZ-09 and TBZ-21, were identified by anti-production of IL-1β. In the second round of biological evaluation, based on the lead, 34 more compounds were synthesized and their in vitro anti-inflammatory activities were investigated. Several compounds were identified as anti-inflammatory agents that can reduce IL-1β expression in a dose-dependent manner. A preliminary structure-activity relationship is also summarized here.
A synthetic method of 2-phenyl-imidazo[1,2-a]pyridine compounds
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Paragraph 0048; 0049; 0050; 0051; 0052; 0055, (2016/10/10)
A synthetic method of 2-phenyl-imidazo[1,2-a]pyridine compounds is disclosed. Compared with the prior art, the method adopts a high-frequency mechanical grinding technique, is finished by a one-step reaction and is simple in operation, free of solvents in a reaction process and free of chemical agents with high toxicity. The method is short in reaction time and mild in reaction conditions, wherein the reaction can be finished in 90 min and can be performed at room temperature with a oscillation frequency of 30 Hz. The method is high in yield, and the highest yield can reach 94%. The method can rapidly and effectively synthesize the 2-phenyl-imidazo[1,2-a]pyridine compounds with strong electron withdrawing groups, while the 2-phenyl-imidazo[1,2-a]pyridine compounds with the strong electron withdrawing groups cannot be synthesized by traditional methods or are low in synthesis yield unless extremely extreme and strict reaction conditions are adopted.
One-pot sequential reactions featuring a copper-catalyzed amination leading to pyrido[2′,1′:2,3]imidazo[4,5-c]quinolines and dihydropyrido[2′,1′:2,3]imidazo[4,5-c]quinolines
Fan, Xue-Sen,Zhang, Ju,Li, Bin,Zhang, Xin-Ying
supporting information, p. 1281 - 1285 (2015/06/08)
Tetracyclic skeletons combining an imidazo[1,2-a]pyridine moiety with a quinoline framework such as pyrido[2′,1′:2,3]imidazo[4,5-b]quinoline are stimulating increasing interests since they are close isosteres of a series of powerful antiproliferative comp
One-pot sequential C-N coupling and cross dehydrogenative couplings: Synthesis of novel azole fused imidazo[1,2-a]pyridines
Pericherla, Kasiviswanadharaju,Khedar, Poonam,Khungar, Bharti,Kumar, Anil
supporting information, p. 2924 - 2926 (2013/04/24)
An efficient one-pot protocol has been developed using sequential C-N coupling and intramolecular dehydrogenative cross-couplings for the synthesis of azole fused imidazo[1,2-a]pyridine derivatives in good yields (62-78%). The Royal Society of Chemistry 2
Copper-catalyzed tandem azide-alkyne cycloaddition, Ullmann type C-N coupling, and intramolecular direct arylation
Pericherla, Kasiviswanadharaju,Jha, Amitabh,Khungar, Bharti,Kumar, Anil
supporting information, p. 4304 - 4307 (2013/09/24)
A ligand-free copper-catalyzed tandem azide-alkyne cycloaddition (CuAAC), Ullmann-type C-N coupling, and intramolecular direct arylation has been described. The designed strategy resulted in the synthesis of a novel trazole-fused azaheterocycle framework.
Copper catalyzed tandem oxidative C-H amination/cyclizations: Direct access to imidazo[1,2-a]pyridines
Pericherla, Kasiviswanadharaju,Kaswan, Pinku,Khedar, Poonam,Khungar, Bharti,Parang, Keykavous,Kumar, Anil
, p. 18923 - 18930 (2013/10/22)
A simple and convenient strategy is described for the synthesis of imidazo[1,2-a]pyridines via inexpensive copper-catalyzed tandem imine formation and intramolecular aerobic oxidative C-H bond amination/cyclizations. An array of imidazo[1,2-a]pyridines were prepared by the reaction of readily available acetophenones and 2-aminopyridines in good to excellent yields (48-92%). The scope of the method was validated by a single step synthesis of Zolimidine, a drug used for peptic ulcers, in 61% yield. The Royal Society of Chemistry 2013.
