1393480-64-2Relevant academic research and scientific papers
Trifluoroacetic acid-promoted intramolecular hydroamination of unfunctionalized olefins bearing electron-rich amino groups
Liu, Gong-Qing,Cui, Bin,Sun, Hui,Li, Yue-Ming
, p. 5696 - 5703 (2014)
Trifluoroacetic acid was found to be effective in intramolecular hydroamination of unfunctionalized olefins bearing electron-rich amino groups, and the corresponding N-heterocycles were obtained in good isolated yields. The scope of the substrates was inv
The effect of hydrogen bond on Br?nsted acid-catalyzed intramolecular hydroamination of unfunctionalized olefins
Li, Ting-Ting,Liu, Gong-Qing,Wang, Yu-Mei,Cui, Bin,Sun, Hui,Li, Yue-Ming
, p. 7003 - 7009 (2015/08/19)
The catalytic activity of benzoic acid could be increased by introducing a hydrogen bond donor group at the ortho-position. Preliminary DFT calculation indicated that the activation of CC double bond was realized by the action of both the carboxyl group and the hydrogen bond donor. The amino group was brought to the activated CC bond by the interaction between the carboxyl oxygen and amino proton. This interaction also increased the nucleophilicity of the amino group. Thus, in the presence of 20 mol % of 2-(trifluoromethanesulfonamido)benzoic acid, intramolecular hydroamination of unfunctionalized olefins gave the corresponding products in up to 95% isolated yields.
Ligand acceleration in ZnI2-catalyzed intramolecular hydroamination of unfunctionalized olefins
Liu, Gong-Qing,Li, Wei,Wang, Yu-Mei,Ding, Zhen-Ying,Li, Yue-Ming
, p. 4393 - 4396 (2012/09/22)
Zinc halide-promoted hydroamination of 4-penten-1-amine compounds was studied. Preliminary results indicated that both steric and electronic factors are crucial for this Lewis acid-promoted reaction. ZnI2 gave the most promising results and the reactivity could be further increased upon addition of a suitable ligand. Up to 95% isolated yields were obtained when the reactions were carried out in 1,4-dioxane in the presence of 10 mol % of ZnI2 and 8-hydroxyquinoline.
