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

doi:10.6023/cjoc201708049

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 86-94.DOI: 10.6023/cjoc201708049 Previous Articles Next Articles

Special Issue: 庆祝吴养洁院士九十华诞专辑；元素有机化学合辑2018-2019

Articles

室温下铜催化丙烯酸与膦氧类化合物的脱羧偶联反应

乔辉杰^a, 孙素颜^a, 康建勋^a, 杨帆^a, 吴豫生^b,c, 吴养洁^a

a 郑州大学化学与分子工程学院河南省化学生物与有机化学重点实验室河南省高校应用化学重点实验室郑州 450052;
b 郑州泰基鸿诺医药股份有限公司郑州 450052;
c 河南省新药创制与药物安全性评价协同创新中心郑州 450001

收稿日期:2017-08-23 修回日期:2017-09-20 发布日期:2017-09-26
通讯作者: 杨帆, 吴豫生, 吴养洁 E-mail:wyj@zzu.edu.cn;yusheng.wu@tetranovglobal.com;yangf@zzu.edu.cn
基金资助:
国家自然科学基金（Nos.21102134，21172200）资助项目.

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

Received:2017-08-23 Revised:2017-09-20 Published:2017-09-26
Contact: 10.6023/cjoc201708049 E-mail:wyj@zzu.edu.cn;yusheng.wu@tetranovglobal.com;yangf@zzu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21102134, 21172200).

1. Copper-Catalyzed Decarboxylative Coupling of Alkenyl Acids with P(O)H Compounds at Room Temperature.PDF(1850KB)

Abstract

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).

Key words: copper catalysis, decarboxylative coupling, alkenyl acids, P(O)H compounds

Cite this article

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]. Chin. J. Org. Chem., 2018, 38(1): 86-94.

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室温下铜催化丙烯酸与膦氧类化合物的脱羧偶联反应

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

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