有机化学 ›› 2015, Vol. 35 ›› Issue (3): 712-718.DOI: 10.6023/cjoc201409044 上一篇    下一篇

研究论文

无溶剂条件下通过锌铜偶促进的Barbier反应合成羧酸酯

孟团结a,b, 黄现强a, 王进贤a, 辛丽a   

  1. a 西北师范大学化学化工学院 兰州 730070;
    b 商丘师范学院化学化工学院 有机新材料合成重点实验室 商丘 476000
  • 收稿日期:2014-09-26 修回日期:2014-10-02 发布日期:2014-11-13
  • 通讯作者: 孟团结, 王进贤 E-mail:tuanjiemeng@163.com;wangjx@nwnu.edu.cn
  • 基金资助:

    国家自然科学基金(No. U1204204)资助项目.

Synthesis of Esters via Barbier Reaction Mediated by Zinc Copper Couple under Solvent-Free Conditions

Meng Tuanjiea,b, Huang Xianqianga, Wang Jin-Xiana, Xin Lia   

  1. a College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070;
    b Key Laboratory of New Organic Materials synthesis, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000
  • Received:2014-09-26 Revised:2014-10-02 Published:2014-11-13
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. U1204204).

在锌酮偶的促进下, 通过Barbier反应以醛、溴代烃和酸酐为原料, 在无溶剂非催化条件下三组分"一锅法"反应合成了一系列高烯丙基酯、高炔丙基酯和β-乙酰氧基酯类化合物. 对反应条件及历程也进行了探讨. 该方法具有反应条件温和、操作简单、产率高、原料易得、反应迅速的特点.

关键词: Barbier反应, 锌铜偶, 一锅法, 无溶剂

A series of homoallyl esters, homopropargyl esters and β-acetoxyl esters were obtained via Barbier reaction from one pot three component reaction of aldehydes, bromohydrocarbons and anhydrides mediated by zinc copper couple under non-catalytic and solvent-free conditions. The studies on the reaction conditions and the reaction mechanism were also carried out. This protocol has advantages of mild conditions, simple work-up, high yield, easily available starting materials and fast reaction rate.

Key words: Barbier reaction, zinc copper couple, one-pot, solvent-free