Citation: Chen Jinyang, Wu Xiaobo, Yi Rongnan, Xu Xinxua. Nickel-Catalyzed Coupling of Grignard Reagents and Diaryl Acetylenes for Synthesis of Tetra-substituted Naphthalenes[J]. Chinese Journal of Organic Chemistry, ;2017, 37(7): 1850-1854. doi: 10.6023/cjoc201612057 shu

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

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

Corresponding author: Xu Xinxua, xhx1581@hnu.edu.cn
Received Date: 24 December 2016
Revised Date: 21 February 2017
Available Online: 14 July 2017
Fund Project: Project supported by the Hunan Provincal Science and Technology Major Projects (No. 2014FJ1010)the Hunan Provincal Science and Technology Major Projects 2014FJ1010

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.
- nickel-catalyzed coupling,
- tetra-substituted naphthalenes,
- Grignard reagents,
- diaryl acetylene
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