Copper-mediated C(sp(3))-H azidation with Me3SiN3: synthesis of imidazoles from ketones and aldehydes.
The efficient construction of 2,4,5-trisubstituted imidazoles, through a copper-mediated three-component reaction involving ketones, aldehydes, and Me3SiN3, has been developed. During the process, 4 C-N bonds were formed sequentially. Experimental results and DFT calculations suggested that azidation of the alpha methylene group of the ketone was the key C-N bond-forming step.
State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China. zhu_qiang@gibh.ac.cn.
Zeqiang
Z
Xie
Jiaojiao
J
Deng
Zhiping
Z
Qiu
Juan
J
Li
Qiang
Q
Zhu