Iron-Catalyzed Synthesis of 2H-Imidazoles from Oxime Acetates and Vinyl Azides under Redox-Neutral Conditions
Zhongzhi Zhu, Xiaodong Tang, Jianxiao Li, Xianwei Li, Wanqing Wu, Guohua Deng and Huanfeng Jiang*
*School of Chemistry and Chemical Engineering, South China
University of Technology, Guangzhou 510640, P. R. China, jianghf
scut.edu.cn
Z. Zhu, X. Tang, J. Li, X. Li, W. Wu, G. Deng, H. Jiang, Org. Lett., 2017, 19, 1370-1373.
DOI: 10.1021/acs.orglett.7b00203
see article for more reactions
Abstract
An iron-catalyzed [3 + 2] annulation from readily available oxime acetates with vinyl azides enables the synthesis of 2,4-substituted 2H-imidazoles via N-O/N-N bond cleavages and two C-N bond formations. This green reaction involving oxime acetate as internal oxidant, acetic acid, and nitrogen as byproducts can be performed under mild reaction conditions and needs no additives or ligands.
see article for more examples
Key Words
ID: J54-Y2017
