Citation: Qiao Huijie, Sun Suyan, Kang Jianxun, Yang Fan, Wu Yusheng, Wu Yangjie. Copper-Catalyzed Decarboxylative Coupling of Alkenyl Acids with P(O)H Compounds at Room Temperature[J]. Chinese Journal of Organic Chemistry, ;2018, 38(1): 86-94. doi: 10.6023/cjoc201708049 shu

Copper-Catalyzed Decarboxylative Coupling of Alkenyl Acids with P(O)H Compounds at Room Temperature

Qiao Huijie ^a ,
Sun Suyan ^a ,
Kang Jianxun ^a ,
Yang Fan ^a,, ,
Wu Yusheng ^b,c,, ,
Wu Yangjie ^a,,

a.
College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou 450052
b.
Tetranov Biopharm, LLC., Zhengzhou 450052
c.
Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001

Corresponding author: Yang Fan, yangf@zzu.edu.cn Wu Yusheng, yusheng.wu@tetranovglobal.com Wu Yangjie, wyj@zzu.edu.cn
Received Date: 23 August 2017
Revised Date: 20 September 2017
Available Online: 26 January 2017
Fund Project: the National Natural Science Foundation of China 21172200the National Natural Science Foundation of China 21102134Project supported by the National Natural Science Foundation of China (Nos. 21102134, 21172200)

Figures(3)

A simple and mild protocol for the copper-catalyzed decarboxylative coupling of alkenyl acids with P(O)H compounds was developed, thus providing a facile route to the vinylphosphorus compounds. Moreover, the reaction could also afford β-ketophosphorus compounds as the major products in air using oxygen as an oxidant. In addition, the remarkable features of these two types of reactions include excellent reaction chemoselectivity, good functional group tolerance and mild reaction conditions (e.g., cheap oxidant, ligand-free condition and room temperature).
- copper catalysis,
- decarboxylative coupling,
- alkenyl acids,
- P(O)H compounds
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