874765-01-2Relevant academic research and scientific papers
Micellar Catalysis: Visible-Light Mediated Imidazo[1,2-a]pyridine C—H Amination with N-Aminopyridinium Salt Accelerated by Surfactant in Water
Yang, Zhonglie,Cao, Kun,Peng, Xiaoyan,Lin, Li,Fan, Danchen,Li, Jun-Long,Wang, Jingxia,Zhang, Xiaobin,Jiang, Hezhong,Li, Jiahong
supporting information, p. 3347 - 3352 (2021/10/20)
A light-promoted metal-free protocol for the amination of imidazo[1,2-a]pyridines with N-aminopyridinium salt by the assistance of surfactants in water was reported, charactering mild and environmentally benign conditions, as well as great functional grou
Metal-free, Tf2NH-catalyzed 1, 6-conjugate addition of imidazopyridine to para-quinone methides: Easy access to C3-functionalized triarylmethane imidazopyridine
Khonde, Nilesh S.,Said, Madhukar S.,Sabane, Jagjivan K.,Gajbhiye, Jayant M.,Kumar, Pradeep
supporting information, (2021/10/30)
An inexpensive and commercially available Tf2NH-catalyzed 1,6-conjugate addition of imidazopyridine (IMPY) heterocycles to para-quinone methides (p-QMs) is reported. The present transformation provides a diverse class of C3-functionalized triarylmethanes heterocyclic derivatives of imidazopyridine. These metal-free transformations provided a very broad substrate scope of conjugate addition product with a high yield up to 97% within a short duration.
PhI(OAc)2-mediated oxidative C[sbnd]H sulfoximination of imidazopyridines under mild conditions
Luan, Nannan,Liu, Zhenwei,Han, Shuaijun,Shen, Linhua,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
supporting information, (2019/11/26)
A facile protocol for direct oxidative C[sbnd]N bond coupling of unactivated imidazo[1,2-a]pyridines with NH-sulfoximines was disclosed using sulfoximines as the nitrogen sources in the presence of (diacetoxy)iodobenzene (PhI(OAc)2). The reacti
Transition-Metal-Free Direct Trifluoromethylation and Perfluoroalkylation of Imidazopyridines under Mild Conditions
Han, Shuaijun,Gao, Xianying,Wu, Qingsong,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
supporting information, p. 1559 - 1563 (2019/02/19)
The first transition-metal-free method for direct C?H trifluoromethylation of imidazo[1,2-a]pyridine derivatives with readily available Ruppert-Prakash reagent TMSCF3 under mild conditions was described. Moreover, this method could be applied to direct C?H perfluoroalkylation of imidazopyridines, affording a series of novel perfluoroalkylated products in moderate to good yields. Notable advantages of this protocol include easy operation, high-efficiency and wide substrate scope. (Figure presented.).
Electrochemical oxidative C-H/N-H cross-coupling for C-N bond formation with hydrogen evolution
Yu, Yi,Yuan, Yong,Liu, Huilin,He, Min,Yang, Mingzhu,Liu, Pan,Yu, Banying,Dong, Xuanchi,Lei, Aiwen
supporting information, p. 1809 - 1812 (2019/02/12)
Under metal catalyst-free and exogenous-oxidant-free conditions, a series of C-3 aminated imidazo[1,2-a]pyridines were synthesized by electrochemical intermolecular oxidative C-H/N-H cross-coupling. Furthermore, by using a catalytic amount of ferrocene as
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 (2016/10/05)
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
Diboron-assisted palladium-catalyzed transfer hydrogenation of N-heteroaromatics with water as hydrogen donor and solvent
Xuan, Qingqing,Song, Qiuling
, p. 4250 - 4253 (2016/09/09)
A Pd-catalyzed transfer hydrogenation of various N-heteroaromatic compounds with B2pin2 as a mediator and environmentally benign water as both solvent and hydrogen donor has been disclosed. This reaction proceeded under ambient temperature with a broad range of N-heteroaromatic compounds among which imidazo[1,2-a]pyridine derivatives were for the first time selectively reduced to 5,6,7,8-tetrahydroimidazo[1,2-a]pyridines, which are the core structural motifs of an inhibitor of human O-GlcNAcase. Mechanistic studies suggested that the new protons in products are from water and Pd-H might be the key intermediate with B2pin2 as the H2O activator.
Copper-catalyzed c-h functionalization of pyridines and isoquinolines with vinyl azides: Synthesis of imidazo heterocycles
Donthiri, Ramachandra Reddy,Pappula, Venkatanarayana,Reddy, N. Naresh Kumar,Bairagi, Dipayan,Adimurthy, Subbarayappa
, p. 11277 - 11284 (2015/01/08)
Copper(I) iodide-catalyzed oxidative C(sp2)-H functionalization of pyridines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoquinolines with vinyl azides under mild aerobic conditions is reported. Goo
Iron(III)-catalyzed denitration reaction: One-pot three-component synthesis of imidazo[1,2-a]pyridine derivatives
Yan, Hao,Wang, Yuling,Pan, Congming,Zhang, Hao,Yang, Sizhuo,Ren, Xiaoyu,Li, Jian,Huang, Guosheng
, p. 2754 - 2763 (2014/05/06)
An iron(III)-catalyzed one-pot three-component cross-coupling nitration reaction of 2-aminopyridines, aldehydes and nitroalkanes, straightforwardly forms imidazo[1,2-a]pyridine derivatives and is described in this report. The system shows good functional-group tolerance and proceeds smoothly in moderate to good yields. An iron(III)-catalyzed one-pot three-component cross-coupling nitration reaction of 2-aminopyridines, aldehydes, and nitroalkane, leading to the straightforward formation of imidazo[1,2-a]pyridine derivatives has been reported. In this procedure, the starting materials are commercially available. The system shows good functional-group tolerance and proceeds smoothly in moderate to good yields. Copyright
Copper-catalyzed aerobic oxidative C-H functionalization of substituted pyridines: Synthesis of imidazopyridine derivatives
Yu, Jipan,Jin, Yunhe,Zhang, Hao,Yang, Xiaobo,Fu, Hua
supporting information, p. 16804 - 16808 (2014/01/06)
A novel, efficient, and practical method for the synthesis of imidazopyridine derivatives has been developed through the copper-catalyzed aerobic oxidative C-H functionalization of substituted pyridines with N-(alkylidene)-4H-1,2,4-triazol-4-amines. The procedure occurs by cleavage of the N-N bond in the N-(alkylidene)-4H-1,2,4-triazol-4-amines and activation of an aryl C-H bond in the substituted pyridines. This is the first example of the preparation of imidazopyridine derivatives by using pyridines as the substrates by transition-metal-catalyzed C-H functionalization. This method should provide a novel and efficient strategy for the synthesis of other nitrogen heterocycles.
