Citation: Liu Zhou, Yi Jiuyin, Zhang Ying, Tao Chuanzhou, Zhang Zhicheng, Shi Ninghuan, Cheng Qingfang. (NHC)CuCl-Catalyzed Hydroboration of Symmetric Internal Alkynes[J]. Chemistry, ;2018, 81(5): 476-479. shu

(NHC)CuCl-Catalyzed Hydroboration of Symmetric Internal Alkynes

School of Chemical Engineering, Huaihai Institute of Technology, Lianyungang 222005

Corresponding author: Tao Chuanzhou, taocz@hhit.edu.cn Cheng Qingfang, spring817191@sina.com
Received Date: 22 December 2017
Accepted Date: 18 March 2018

Figures(3)

An efficient access to vinylboronates was achieved through (NHC)CuCl-catalyzed hydroboration of symmetric internal alkynes. With bis(pinacolato)diboron and symmetric internal alkynes as starting materials, single configuration of vinylboronates were obtained after protonation of vinylcopper, and their structure were all determined by ¹H NMR, ¹³C NMR and HRMS. The optimal reaction conditions were systematically screened. Based on the reaction investigation, the possible reaction mechanism was discussed. This highly practical hydroboration process, which can be carried out at mild conditions, enjoys operational simplicity, as well as environmental benign catalyst.
- (NHC)CuCl,
- Internal alkyne,
- Bis(pinacolato)diboron,
- Hydroboration,
- Vinylboronate
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