61982-63-6Relevant academic research and scientific papers
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.).
Au-catalyzed domino process synthesis of imidazo[1,2-a]pyridines from 2-aminopyridine and N-tosylhydrazones: An efficient C[sbnd]N bond formation reaction
Guo, Pengfeng,Huang, Shuyu,Mo, Jiaxian,Chen, Xiaoyan,Jiang, Hangqi,Chen, Weifeng,Cai, Hehuan,Zhan, Haiying
, p. 43 - 46 (2016/11/25)
A novel Au-catalyzed domino reaction for the synthesis of imidazo[1,2-a]pyridines from 2-aminopyridine and N-tosylhydrazones has been developed using molecular oxygen. It represents a new strategy for the formation of C[sbnd]N bonds. This transformation demonstrated a broad tolerance toward the substrates and allowed the generation of a diverse imidazo[1,2-a]pyridine derivatives with good yields.
Use of ligand-free iron/copper cocatalyst for nitrogen and sulfur cross-coupling reaction with 6-iodoimidazo[1,2- a ]pyridine
Tber, Zahira,Hiebel, Marie-Aude,Akssira, Mohamed,Guillaumet, Gérald,Berteina-Raboin, Sabine
, p. 1780 - 1790 (2015/06/16)
A ligand-free cooperative bimetallic iron/copper catalysis system was found to introduce various azoles and thiols onto 6-iodoimidazo[1,2-a] pyridine. After optimization, the inexpensive, nontoxic, air-stable, and commercially available CuO and FeCl2
Organopromoted direct synthesis of 6-iodo-3-methylthioimidazo[1,2-a]pyridines via convergent integration of three self-sorting domino sequences
Liu, Shan,Xi, Hailing,Zhang, Jingjing,Wu, Xia,Gao, Qinghe,Wu, Anxin
, p. 8807 - 8811 (2015/08/24)
An NH2CN-promoted convergent integration of three self-sorting domino sequences is described for the construction of 6-iodo-3-methylthioimidazo[1,2-a]pyridines from aryl methyl ketones and 2-aminopyridines. This strategy allows the construction of an imidazo[1,2-a]pyridine ring along with methylthiolation at C-3 and iodination at C-6. Preliminary mechanistic studies indicate that this process terminates at the iodination stage without Kornblum oxidation in the presence of I2 and DMSO.
Iron(III)-catalyzed three-component domino strategy for the synthesis of imidazo[1,2-a]pyridines
Santra, Sougata,Mitra, Shubhanjan,Bagdi, Avik Kumar,Majee, Adinath,Hajra, Alakananda
supporting information, p. 5151 - 5155 (2014/12/10)
An efficient, one-pot, three-component domino strategy has been demonstrated for the synthesis of imidazo[1,2-a]pyridines using a catalytic amount of Fe(III) chloride in high yields in air. A library of imidazo[1,2-a]pyridines was synthesized by the reaction of easily available aldehydes and 2-aminopyridines in a mixture of nitroalkane and DMF (2:1). This transformation presumably occurs by a sequential aza-Henry reaction/cyclization/denitration. The use of readily available chemicals as starting materials, inexpensive metal catalyst, aerobic reaction conditions, tolerance of a wide range of functional groups, and operational simplicity are the notable advantages of this present protocol.
Copper-catalyzed synthesis of imidazo[1,2-a]pyridines through tandem imine formation-oxidative cyclization under ambient air: One-step synthesis of zolimidine on a gram-scale
Bagdi, Avik Kumar,Rahman, Matiur,Santra, Sougata,Majee, Adinath,Hajra, Alakananda
supporting information, p. 1741 - 1747 (2013/07/11)
A new copper-catalyzed oxidative cyclization via C-H amination between 2-aminopyridines and methyl aryl/heteroaryl ketones has been developed under ambient air. Imidazo[1,2-a]pyridines containing a wide range of functional groups have been synthesized from basic and easily available starting materials. This simple, one-pot reaction protocol is applicable for the direct preparation of zolimidine (a marketed antiulcer drug) on a large scale. Copyright
Heteroaromatic imidazo[1,2-a]pyridines synthesis from C-H/N-H oxidative cross-coupling/cyclization
He, Chuan,Hao, Jing,Xu, Huan,Mo, Yiping,Liu, Huiying,Han, Juanjuan,Lei, Aiwen
supporting information, p. 11073 - 11075,3 (2012/12/12)
A novel silver-mediated highly selective C-H/N-H oxidative cross-coupling/cyclization between 2-aminopyridines and terminal alkynes has been demonstrated. This approach provided a simple way to construct heteroaromatic imidazo[1,2-a]pyridines. By using this protocol, the marketed drug zolimidine (antiulcer) could be synthesized easily.
Heteroaromatic imidazo[1,2-a]pyridines synthesis from C-H/N-H oxidative cross-coupling/cyclization
He, Chuan,Hao, Jing,Xu, Huan,Mo, Yiping,Liu, Huiying,Han, Juanjuan,Lei, Aiwen
supporting information, p. 11073 - 11075 (2013/01/15)
A novel silver-mediated highly selective C-H/N-H oxidative cross-coupling/cyclization between 2-aminopyridines and terminal alkynes has been demonstrated. This approach provided a simple way to construct heteroaromatic imidazo[1,2-a]pyridines. By using this protocol, the marketed drug zolimidine (antiulcer) could be synthesized easily.
Copper-mediated trifluoromethylation of heteroaromatic compounds by trifluoromethyl sulfonium salts
Zhang, Cheng-Pan,Wang, Zong-Ling,Chen, Qing-Yun,Zhang, Chun-Tao,Gu, Yu-Cheng,Xiao, Ji-Chang
supporting information; experimental part, p. 1896 - 1900 (2011/04/16)
Copper is king! A convenient method for the synthesis of trifluoromethylated heteroaromatic compounds under mild conditions has been developed based on the observation that 1 can be reduced by certain metals (see scheme). Substrate 1 is assumed to be reduced by copper via a single-electron transfer mechanism, and CuCF3 is the most probable intermediate in this reaction. DMF=N,N-dimethylformamide, Tf=triflate.
