33489-61-1Relevant academic research and scientific papers
Electrochemical HI-mediated Intermolecular C-N Bond Formation to Synthesize Imidazoles from Aryl Ketones and Benzylamines
Yang, Zan,Zhang, Jiaqi,Hu, Liping,Li, An,Li, Lijun,Liu, Kun,Yang, Tao,Zhou, Congshan
, p. 5952 - 5958 (2020/05/22)
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.
Construction of substituted imidazoles from aryl methyl ketones and benzylamines via N-heterocyclic carbene-catalysis
Alanthadka, Anitha,Elango, Sankari Devi,Thangavel, Pavithra,Subbiah, Nagarajan,Vellaisamy, Sridharan,Chockalingam, Uma Maheswari
, p. 26 - 31 (2019/03/26)
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.
Elemental Sulfur-Promoted Aerobic Cyclization of Ketones and Aliphatic Amines for Synthesis of Tetrasubstituted Imidazoles
Chen, Xiangui,Wang, Zhen,Huang, Huawen,Deng, Guo-Jun
supporting information, p. 4017 - 4022 (2018/09/21)
Elemental sulfur-promoted cyclization for the one-pot synthesis of tetra-substituted imidazoles from benzylamines and ketones is described. Elemental sulfur combined with molecular oxygen as the benign co-oxidant was found to be the key for the high efficiency of this transformation under metal-free conditions. A range of tetrasubstituted imidazoles were synthesized from simple ketones and amines with good functional group tolerance. (Figure presented.).
Visible Light as a Sole Requirement for Intramolecular C(sp3)-H Imination
Li, Jingjing,Zhang, Pengxiang,Jiang, Min,Yang, Haijun,Zhao, Yufen,Fu, Hua
, p. 1994 - 1997 (2017/04/28)
A novel, simple, and practical visible-light-mediated intramolecular α-C(sp3)-H imination of tertiary aliphatic amines containing β-O-aryl oximes leading to N-heterocycles has been developed. The reaction was performed well at rt with tolerance of some functional groups. Importantly, the selective C-H functionalization did not require added catalyst, oxidant, additive, acid, and base; visible light was the sole requirement.
A facile and efficient method for the synthesis of 1,2,4-trisubstituted imidazoles with enamides and benzylamines
Cao, Jinhui,Zhou, Xiaoqiang,Ma, Haojie,Shi, Chong,Huang, Guosheng
, p. 57232 - 57235 (2016/07/07)
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.
I2-catalyzed synthesis of substituted imidazoles from vinyl azides and benzylamines
Xiang, Likui,Niu, Yanning,Pang, Xiaobo,Yang, Xiaodong,Yan, Rulong
, p. 6598 - 6600 (2015/04/14)
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.
Copper-catalyzed redox-neutral C-H amination with amidoximes
Chen, Hui,Chiba, Shunsuke
, p. 42 - 46 (2014/01/06)
CuI-catalyzed reactions of N-alkylamidoximes afforded dihydroimidazoles via sp3 C-H amination. On the other hand, the reactions of N-benzoylamidoximes resulted in sp2 C-H amination to form quinazolinones. The reaction mechanisms could be characterized as a redox-neutral radical pathway including a Cu(i)-Cu(ii) redox catalytic cycle. The Royal Society of Chemistry.
Practical synthesis of polysubstituted imidazoles via iodine- Catalyzed aerobic oxidative cyclization of aryl ketones and benzylamines
Huang, Huawen,Ji, Xiaochen,Wu, Wanqing,Jiang, Huanfeng
, p. 170 - 180 (2013/03/13)
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
CuI/BF3·Et2O cocatalyzed aerobic dehydrogenative reactions of ketones with benzylamines: Facile synthesis of substituted imidazoles
Cai, Zhong-Jian,Wang, Shun-Yi,Ji, Shun-Jun
supporting information, p. 6068 - 6071 (2013/02/23)
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.
