1019-89-2Relevant academic research and scientific papers
Iodine-catalyzed regioselective sulfenylation of imidazoheterocycles in PEG400
Hiebel, Marie-Aude,Berteina-Raboin, Sabine
, p. 937 - 944 (2015)
An iodine-catalyzed sulfenylation of imidazo[1,2-a]-pyridines, -pyrimidines, and [1,2-b]pyridazines is herein described with various thiophenols using hydrogen peroxide as an oxidizing agent in PEG400. The method enabled the formation of 3-arylthioimidazoheterocycles in moderate to excellent yields under metal-free conditions. Several functional groups were well tolerated under our optimized conditions. This journal is
Electrochemical Oxidative C3 Acyloxylation of Imidazo[1,2- a]pyridines with Hydrogen Evolution
Yuan, Yong,Zhou, Zhilin,Zhang, Lin,Li, Liang-Sen,Lei, Aiwen
, p. 5932 - 5936 (2021)
The C3-functionalized imidazo[1,2-a]pyridines are versatile nitrogen-fused heterocycles; however, the methods for the C3 acyloxylation of imidazo[1,2-a]pyridines have never been reported. Herein we demonstrate the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines for the first time. Notably, by using electricity, the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines was carried out under mild conditions. Moreover, in addition to aromatic carboxylic acids, alkyl carboxylic acids were also competent substrates.
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions
Le, Zhang-Gao,Xie, Zong-Bo,Xu, Jian-Ping
, p. 13368 - 13375 (2012)
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excel
Iodine mediated oxidative cross coupling of 2-aminopyridine and aromatic terminal alkyne: A practical route to imidazo[1,2-: A] pyridine derivatives
Samanta, Surya Kanta,Bera, Mrinal K.
, p. 6441 - 6449 (2019)
A novel, transition-metal free route leading to imidazo[1,2-a]pyridine derivatives via iodine mediated oxidative coupling between 2-aminopyridine and aromatic terminal alkyne has been demonstrated. This newly developed method discloses an operationally simple way for the construction of imidazoheterocycles. Commercially available antiulcer drug zolimidine may readily be synthesized employing this method.
Solvent- and catalyst-free synthesis of imidazo[1,2-a]pyridines under microwave irradiation
Kong, Dulin,Wang, Xianghui,Shi, Zaifeng,Wu, Mingshu,Lin, Qiang,Wang, Xin
, p. 529 - 531 (2016)
A facile solvent- and catalyst-free method for the synthesis of a series of imidazo[1,2-a]pyridines in good to excellent yields by the condensation of 2-aminopyridines with α-bromoketones under microwave irradiation has been developed. The important featu
Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines
Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo
, p. 15973 - 15991 (2021)
Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.
Copper-Catalyzed Aerobic Oxidative Cyclization of Ketoxime Acetates with Pyridines for the Synthesis of Imidazo[1,2-a]pyridines
Ren, Zhi-Hui,Zhao, Mi-Na,Yi, Yukun,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 1920 - 1926 (2016)
A copper(I)-catalyzed aerobic oxidative coupling of ketoxime acetates with simple pyridines for the synthesis of imidazo[1,2-a]pyridines has been developed. This reaction tolerates a wide range of functional groups and it affords a series of valuable imidazo[1,2-a]pyridines in high yields under mild conditions.
A copper-catalyzed multi-component reaction accessing fused imidazo-heterocycles via C-H functionalization
Kumar, G. Santosh,Ragini, S. Pushpa,Kumar, A. Sanjeeva,Meshram
, p. 51576 - 51580 (2015)
An efficient synthesis of fused imidazo-heterocycles is described using Cu(OTf)2 in [bmim]BF4 by the multi-component reaction of pyridin-2(1H)-one or thiazol/benzo[d]thiazol-2(3H)-ones with O-tosylhydroxyl amine and acetophenones under microwave irradiation. The present method is very rapid and the product formation occurs via a C-H functionalization/tandem addition-cyclization process. The ionic liquid containing copper triflate is recovered and reused four times.
Iron-Catalyzed Dehydrogenative sp3-sp2 Coupling via Direct Oxidative C-H Activation of Acetonitrile
Su, Huimin,Wang, Luyao,Rao, Honghua,Xu, Hao
, p. 2226 - 2229 (2017)
An iron-catalyzed dehydrogenative sp3-sp2 coupling of acetonitrile and 2-arylimidazo[1,2-a]pyridine has been realized, which can serve as a novel approach toward heteroarylacetonitriles. The merit of this strategy is illustrated by the breadth of functional groups tolerated in the transformation and the fast access to pharmaceuticals (such as zolpidem) directly from the heteroarylacetonitriles.
Electrochemical Oxidative C—H Sulfenylation of Imidazopyridines with Hydrogen Evolution
Yuan, Yong,Cao, Yangmin,Qiao, Jin,Lin, Yueping,Jiang, Xiaomei,Weng, Yaqing,Tang, Shan,Lei, Aiwen
, p. 49 - 52 (2019)
Selective oxidative C—H sulfenylation of imidazopyridine heterocycles is achieved using an undivided electrolytic cell. The reaction avoids the use of stoichiometric amount of external chemical oxidant and produces hydrogen gas as the only byproduct. Both
