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

doi:10.6023/cjoc201403003

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1523-1541.DOI: 10.6023/cjoc201403003 Previous Articles Next Articles

Reviews

LiCl促进的多官能团格氏试剂的制备及应用研究进展

刘雨燕^a, 方烨汶^a, 张莉^a,b, 金小平^c, 李瑞丰^b, 朱帅汝^a, 高浩其^a, 房江华^a, 夏勤波^a

a 宁波工程学院化学工程学院宁波 315016;
b 太原理工大学化学化工学院太原 030024;
c 浙江医药高等专科学校基础部宁波 315100

收稿日期:2014-03-03 修回日期:2014-04-02 发布日期:2014-04-18
通讯作者: 方烨汶，金小平，李瑞丰 E-mail:nbut.fang@gmail.com
基金资助:
国家自然科学基金（No.21202090）、宁波市科技创新团队（No.2011B82002）、浙江省自然科学基金（Nos.LY12B02001，LQ13B010004）、宁波市自然科学基金（Nos.2011A610123，2012A610123）、钱江人才计（B）（No.2013R10076）、新苗人才计划（No.2011R422008）资助项目.

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

Liu Yuyan^a, Fang Yewen^a, Zhang Li^a,b, Jin Xiaoping^c, Li Ruifeng^b, Zhu Shuairu^a, Gao Haoqi^a, Fang Jianghua^a, Xia Qinbo^a

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:2014-03-03 Revised:2014-04-02 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).

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]. Chin. J. Org. Chem., 2014, 34(8): 1523-1541.

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LiCl促进的多官能团格氏试剂的制备及应用研究进展

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

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