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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 8: 1523 - 1541

DOI: https://doi.org/10.6023/cjoc201403003

Reviews

Advances in LiCl-Promoted Preparation of Polyfunctional Grignard Reagents and the Applications

  • Liu Yuyan ,
  • Fang Yewen ,
  • Zhang Li ,
  • Jin Xiaoping ,
  • Li Ruifeng ,
  • Zhu Shuairu ,
  • Gao Haoqi ,
  • Fang Jianghua ,
  • Xia Qinbo
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  • a School of Chemical Engineering, Ningbo University of Technology, Ningbo 315016;
    b College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024;
    c Department of Basic Education, Zhejiang Pharmaceutical College, Ningbo 315100

Received date: 2014-03-03

  Revised date: 2014-04-02

  Online published: 2014-04-18

Supported by

Project supported by the National Natural Science Foundation of China (No. 21202090), the Ningbo Science and Technology Innovation Team (No. 2011B82002), the Zhejiang Provincial Natural Science Foundation of China (Nos. LY12B02001, LQ13B010004), the Ningbo Natural Science Foundation (Nos. 2011A610123, 2012A610123), the Qianjiang Talents Project (B) (No. 2013R10076), and the Xinmiao Talents Program (No. 2011R422008).

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Abstract

Since the discovery of Grignard reagents, the synthesis of highly functionalized organomagnesium compounds has been hot but difficult project. In the presence of LiCl, a series of polyfunctional Grignard reagents were successfully prepared by Knochel group via direct oxidative addition of magnesium to organic halides, halogen-magnesium exchange reaction, or direct magnesiation of C—H bond. In the presence of LiCl, the issue of functional group compatibilities was addressed and the reactivity was also enhanced. Consequently, the applications of Grignard reagents in synthetic chemistry were greatly expanded. The limitations and potential research areas for LiCl-promoted synthesis of Grignard reagents are also discussed.

Key words： Grignard reagent; polyfunctional group; lithium chloride; halogen-Mg exchange; magnesiation reaction

Cite this article

Liu Yuyan , Fang Yewen , Zhang Li , Jin Xiaoping , Li Ruifeng , Zhu Shuairu , Gao Haoqi , Fang Jianghua , Xia Qinbo . Advances in LiCl-Promoted Preparation of Polyfunctional Grignard Reagents and the Applications[J]. Chinese Journal of Organic Chemistry, 2014 , 34(8) : 1523 -1541 . DOI: 10.6023/cjoc201403003

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