Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes

doi:10.6023/cjoc201612057

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (7): 1850-1854.DOI: 10.6023/cjoc201612057 Previous Articles Next Articles

Notes

镍催化格氏试剂与二芳基乙炔偶联反应制备四取代萘

陈锦杨^a, 吴小波^b, 易荣楠^a, 许新华^a

a. 湖南大学化学化工学院长沙 410082;
b. 湖北省纤维检验局武汉 420100

收稿日期:2016-12-24 修回日期:2017-02-21 发布日期:2017-03-14
通讯作者: 许新华 E-mail:xhx1581@hnu.edu.cn
基金资助:
湖南省科技重大专项基金（No.2014FJ1010）资助项目.

Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes

Chen Jinyang^a, Wu Xiaobo^b, Yi Rongnan^a, Xu Xinxua^a

a. College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
b. Fiber Inspection Bureau of Hubei Province, Wuhan 420100

Received:2016-12-24 Revised:2017-02-21 Published:2017-03-14
Contact: 10.6023/cjoc201612057 E-mail:xhx1581@hnu.edu.cn
Supported by:
Project supported by the Hunan Provincal Science and Technology Major Projects (No.2014FJ1010).

1. Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes.PDF(545KB)

Abstract

A novel approach for the synthesis of tetra-substituted naphthalenes is demonstrated through the ligand-free coupling of a wide range of alkynes with Grignard reagents catalyzed by NiCl₂, avoiding the use of special ligands and expensive catalysts used in previous methods. Other outstanding features include mild reaction conditions, good yields and wide functional group tolerance. The protocol provides an efficient method for the synthesis of highly substituted naphthalenes.

Key words: nickel-catalyzed coupling, tetra-substituted naphthalenes, Grignard reagents, diaryl acetylene

Cite this article

Chen Jinyang, Wu Xiaobo, Yi Rongnan, Xu Xinxua. Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes[J]. Chin. J. Org. Chem., 2017, 37(7): 1850-1854.

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镍催化格氏试剂与二芳基乙炔偶联反应制备四取代萘

Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes

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