Palladium-catalyzed aerobic (1+2) annulation of Csp3-H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene.
A novel palladium-catalyzed aerobic (1+2) annulation was developed for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene. The palladation of Csp3-H bonds took place twice at the same position in the whole reaction process. Preliminary mechanistic studies by in situ IR revealed that the second C-H palladation and reductive elimination might be slow steps.
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn.
Kun
K
Wu
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn.
Lingkui
L
Meng
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn.
Mingming
M
Huai
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn.
Zhiliang
Z
Huang
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn.
Chao
http://orcid.org/0000-0002-2521-924X
C
Liu
School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, People's Republic of China.
Xiaotian
X
Qi
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China. aiwenlei@whu.edu.cn and National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China.
Aiwen
http://orcid.org/0000-0001-8417-3061
A
Lei