有机化学 ›› 2016, Vol. 36 ›› Issue (5): 1060-1064.DOI: 10.6023/cjoc201510031 上一篇    下一篇

研究论文

铁催化二级氯代烷烃与炔基格氏试剂的交叉偶联反应

贾婉a, 赵立志b, 魏恒旭b, 朱林东b, 傅磊a, 陈蔚春b   

  1. a. 上海交通大学药学院 上海 200240;
    b. 葛兰素史克上海医药研发有限公司 上海 201203
  • 收稿日期:2015-10-26 修回日期:2015-12-16 发布日期:2016-01-04
  • 通讯作者: 陈蔚春 E-mail:weichun.w.chen@gsk.com
  • 基金资助:

    葛兰素史克(上海)医药研发有限公司与上海交通大学药学院联合培养项目.

Iron-Catalyzed Cross-Coupling of Secondary Alkyl Chloride and the Alkynes Grignard Reagent

Jia Wana, Zhao Lizhib, Wei Hengxub, Zhu Lindongb, Fu Leia, Chen Weichunb   

  1. a. School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240;
    b. Research and Developemnt Center in Shanghai of GlaxoSmithKline, Shanghai 201203
  • Received:2015-10-26 Revised:2015-12-16 Published:2016-01-04
  • Supported by:

    Project supported by the Union-Education Program of Shanghai Jiao Tong University and the Research and Development Center of GlaxoSmithKline.

一个简单高效地制备烷基炔的方法被开发.它以廉价绿色的三氯化铁为催化剂,使低活性的二级氯代烷烃与炔基格氏试剂顺利发生交叉偶联反应.该方法收率高、适用范围广、反应迅速、操作简便、不需要有机碱辅助,可替代钯或镍的催化作用,为合成烷基炔化合物提供了一条绿色途径,具备良好的工业化发展前景.

关键词: 铁催化, 二级氯代烷烃, 炔基格氏试剂, 交叉偶联反应, 绿色化学

A green, practical and efficient iron-catalyzed, base free cross-coupling reaction of non-activated secondary alkyl halides with the alkynes Grignard reagent has been developed to afford a variety of alkyl alkynes in high yields, using iron(III) chlorides as catalyst. This approach is quick and easy to operate. It exhibits promising in industry since utilizing the low-cost iron as a catalyst instead of expensive palladium or nickel.

Key words: iron-catalyzed, secondary alkyl choloride, alkynes Grignard reagents, cross-coupling reactions, green chemistry