Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles

doi:10.6023/cjoc201505037

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2086-2094.DOI: 10.6023/cjoc201505037 Previous Articles Next Articles

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纳米碘化亚铜催化杂环C—H烯基化反应

王园园, 尤青, 陶贵德, 张新明, 张武

安徽师范大学化学与材料科学学院芜湖 241000

收稿日期:2015-05-26 修回日期:2015-07-26 发布日期:2015-08-25
通讯作者: 张武 E-mail:zhangwu@mail.ahnu.edu.cn
基金资助:
国家自然科学基金(Nos. 20972002, 21272006)资助项目.

Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles

Wang Yuanyuan, You Qing, Tao Guide, Zhang Xinming, Zhang Wu

College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000

Received:2015-05-26 Revised:2015-07-26 Published:2015-08-25
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 20972002, 21272006).

1. Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles.PDF(1896KB)

Abstract

The heterocycles and their derivatives are important organic compounds which are widely existed in various natural products and synthetic compounds. Alkenylated heterocycles have great value in the synthesis of natural products, medicine molecules, photoelectric materials and high active polymers. Herein, an efficient method was developed for C—H functionalization of heterocycles to synthesize alkenylated heterocycles with CuI nanoparticles as catalyst, K₃PO₄ as base, 1,10-phenanthroline as ligand, diglyme as solvent under reflux in argon atmosphere for 24 h. The CuI nanoparticles can be recycled and reused without any significant decrease in catalytic activity. In addition, various aromatic heterocycles can be applied to our catalytic system, and acidity of heterocycle C—H bonds is critical to the reactivity. 18 corresponding trans-alkenylated heterocycles were obtained and characterized.

Key words: heterocycle, alkenylation, CuI nanoparticles, recycle

Cite this article

Wang Yuanyuan, You Qing, Tao Guide, Zhang Xinming, Zhang Wu. Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles[J]. Chin. J. Org. Chem., 2015, 35(10): 2086-2094.

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纳米碘化亚铜催化杂环C—H烯基化反应

Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles

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