Synthesis of cis-1, 2-Dihalosubstituted 1, 7-Octadienes by Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids

doi:10.6023/cjoc201401017

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (6): 1148-1153.DOI: 10.6023/cjoc201401017 Previous Articles Next Articles

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离子液体中钯催化合成cis-1, 2-二卤代-1, 7-辛二烯的反应研究

杨少容^a, 凌厂围^a, 马建业^a, 张蕾^a, 李建晓^a, 罗维^b

a. 华南理工大学化学与化工学院广州 510640;
b. 华南理工大学分析测试中心广州 510640

收稿日期:2014-01-10 修回日期:2014-02-24 发布日期:2014-03-03
通讯作者: 杨少容 E-mail:lisryang@scut.edu.cn
基金资助:
国家自然科学基金（Nos. 21102047，31101221）和华南理工大学学生研究计划资助项目.

Synthesis of cis-1, 2-Dihalosubstituted 1, 7-Octadienes by Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids

Yang Shaorong^a, Ling Changwei^a, Ma Jianye^a, Zhang Lei^a, Li Jianxiao^a, Luo Wei^b

a. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640;
b. Analytical and Testing Center, South China University of Technology, Guangzhou 510640

Received:2014-01-10 Revised:2014-02-24 Published:2014-03-03
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21102047, 31101221) and the South China University of Technology Student Research Project.

1. Synthesis of cis-1, 2-Dihalosubstituted 1, 7-Octadienes by Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids.PDF(702KB)

Abstract

A Pd-catalyzed method was developed for cross-coupling reaction of a wide range of haloalkynes with hex-5-en-1-ol in ionic liquids. In the presence of PdBr₂, [Bmim]X and HX_aq, the cross-coupling products can be obtained in moderate to good yields, and the reaction displayed high regio- and stereo-selectivities. Moreover, the reaction is a convenient and simple path for the synthesis of the cis-1,2-dihalosubstituted alkenes, and tolerates several functional groups on haloalkynes.

Key words: ionic liquids, palladium-catalyst, haloalkynes, hex-5-en-1-ol, cis-1,2-dihalosubstituted alkenes

Cite this article

Yang Shaorong, Ling Changwei, Ma Jianye, Zhang Lei, Li Jianxiao, Luo Wei. Synthesis of cis-1, 2-Dihalosubstituted 1, 7-Octadienes by Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids[J]. Chin. J. Org. Chem., 2014, 34(6): 1148-1153.

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离子液体中钯催化合成cis-1, 2-二卤代-1, 7-辛二烯的反应研究

Synthesis of cis-1, 2-Dihalosubstituted 1, 7-Octadienes by Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids

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