Chinese Journal of Organic Chemistry >
Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles
Received date: 2015-05-26
Revised date: 2015-07-26
Online published: 2015-08-25
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 20972002, 21272006).
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
Wang Yuanyuan , You Qing , Tao Guide , Zhang Xinming , Zhang Wu . Alkenylation of Heterocycle C—H Catalyzed by CuI Nanoparticles[J]. Chinese Journal of Organic Chemistry, 2015 , 35(10) : 2086 -2094 . DOI: 10.6023/cjoc201505037
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