- Electrochemical HI-mediated Intermolecular C-N Bond Formation to Synthesize Imidazoles from Aryl Ketones and Benzylamines
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An efficient and novel electrochemical oxidative tandem cyclization of aryl ketones and benzylamines for the synthesis of 1,2,4-trisubstituted-(1H)-imidazoles has been developed under metal- and oxidant-free conditions. This direct C-N bond formation strategy, with a broad functional group tolerance, affords the desired imidazoles in moderate to excellent yields.
- Yang, Zan,Zhang, Jiaqi,Hu, Liping,Li, An,Li, Lijun,Liu, Kun,Yang, Tao,Zhou, Congshan
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p. 5952 - 5958
(2020/05/22)
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- An electrochemical oxidative multicomponent cascade annulation of ketones and amines used to produce imidazoles
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An electrochemical dehydrogenative [2 + 2 + 1] annulation used for the synthesis of imidazoles has been developed under undivided electrolytic conditions. In an undivided cell, aryl ketones and amines can smoothly participate in this transformation to furnish a variety of substituted imidazoles. The reaction avoids the use of both transition-metal catalysts and peroxide reagents, which makes it more sustainable and renewable.
- Zeng, Liang,Li, Jing,Gao, Jun,Huang, Xunhai,Wang, Wei,Zheng, Xiaohui,Gu, Lijun,Li, Ganpeng,Zhang, Shengyong,He, Yonghui
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supporting information
p. 3416 - 3420
(2020/06/25)
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- Construction of substituted imidazoles from aryl methyl ketones and benzylamines via N-heterocyclic carbene-catalysis
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A novel synthetic strategy for the construction of substituted imidazoles from acetophenones and benzylamines via N-heterocyclic carbene (NHC) - catalysis was reported. This reaction can be performed under solvent-free condition without pre-functionalization of substrates. Various substituted acetophenones and benzylamines were converted to its corresponding imidazoles with good to excellent yields.
- Alanthadka, Anitha,Elango, Sankari Devi,Thangavel, Pavithra,Subbiah, Nagarajan,Vellaisamy, Sridharan,Chockalingam, Uma Maheswari
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- A facile and efficient method for the synthesis of 1,2,4-trisubstituted imidazoles with enamides and benzylamines
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A novel and practical method for the construction of 1,2,4-trisubstituted imidazoles with enamides and benzylamines catalysed by CuBr and I2 has been developed. This sustainable, simple and environmentally-friendly procedure tolerates various functional groups and affords a series of trisubstitued imidazoles.
- Cao, Jinhui,Zhou, Xiaoqiang,Ma, Haojie,Shi, Chong,Huang, Guosheng
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p. 57232 - 57235
(2016/07/07)
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- I2-catalyzed synthesis of substituted imidazoles from vinyl azides and benzylamines
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A novel and efficient I2-catalyzed oxidative tandem cyclization of simple vinyl azides and benzylamines has been developed for the synthesis of substituted imidazoles. In this reaction, various substituted groups on vinyl azides and benzylamines proceed smoothly and the desired imidazoles are obtained in moderate to good yields.
- Xiang, Likui,Niu, Yanning,Pang, Xiaobo,Yang, Xiaodong,Yan, Rulong
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p. 6598 - 6600
(2015/04/14)
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- Practical synthesis of polysubstituted imidazoles via iodine- Catalyzed aerobic oxidative cyclization of aryl ketones and benzylamines
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A practical synthetic method for polysubstituted imidazoles via iodine-catalyzed aerobic oxidative cyclization of aryl ketones and benzylamines has been developed. It was found to tolerate a broad range of substrates to prepare polysubstituted imidazole derivatives in a one-pot manner, and thus importantly allowed product diversity for imidazole chemistry. Additionally, the resultant 1,2,4-trisubstituted imidazoles could be conveniently transformed to functionalized 1,2,4,5-tetrasubstituted imidazoles via electrophilic substitution or direct C-H functionalization, or 2,4-diaryl-1H-imidazoles by debenzylation reaction, which further indicates potential applications of this method in synthetic and pharmaceutical chemistry. Copyright
- Huang, Huawen,Ji, Xiaochen,Wu, Wanqing,Jiang, Huanfeng
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p. 170 - 180
(2013/03/13)
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- CuI/BF3·Et2O cocatalyzed aerobic dehydrogenative reactions of ketones with benzylamines: Facile synthesis of substituted imidazoles
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A novel CuI/BF3·Et2O/O2-mediated reaction utilizing ketones and benzylamines for the construction of substituted imidazoles in one step under mild conditions has been demonstrated. This protocol involved the removal of eight hydrogen atoms, the functionalization of four C(sp3)-H bonds and three new C-N bond formations.
- Cai, Zhong-Jian,Wang, Shun-Yi,Ji, Shun-Jun
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supporting information
p. 6068 - 6071
(2013/02/23)
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