有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2645-2649.DOI: 10.6023/cjoc201812029 上一篇    下一篇

研究论文

N-溴代丁二酰亚胺促进的环丙烯羧酸酯的区域选择性开环反应

许露露a, 叶倩雯a, 程冬萍b, 李小年a, 许孝良a   

  1. a 浙江工业大学化学工程学院 杭州 310014;
    b 浙江工业大学药学院 杭州 310014
  • 收稿日期:2018-12-16 修回日期:2019-03-28 出版日期:2019-09-25 发布日期:2019-04-11
  • 通讯作者: 程冬萍, 李小年, 许孝良 E-mail:chengdp@zjut.edu.cn;xnli@zjut.edu.cn;xuxiaoliang@zjut.edu.cn
  • 基金资助:

    浙江省自然科学基金(Nos.LY18B020018,LY15B020004)和国家自然科学基金(No.21602197)资助项目.

Regioselective Ring-Opening Reaction of Cyclopropene Carboxylate Promoted by N-Bromosuccinimide

Xu Lulua, Ye Qianwena, Cheng Dongpingb, Li Xiaoniana, Xu Xiaolianga   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    b College of Pharmaceutical, Zhejiang University of Technology, Hangzhou 310014
  • Received:2018-12-16 Revised:2019-03-28 Online:2019-09-25 Published:2019-04-11
  • Contact: 10.6023/cjoc201812029 E-mail:chengdp@zjut.edu.cn;xnli@zjut.edu.cn;xuxiaoliang@zjut.edu.cn
  • Supported by:

    Project supported by the Zhejiang Provincial Natural Science Foundation of China (Nos. LY18B020018, LY15B020004) and the National Science Foundation of China (No. 21602197).

环丙烯类化合物含有环内碳碳双键,巨大的环张力导致其具有活泼的化学反应特性.主要研究了N-溴代丁二酰亚胺促进的环丙烯二羧酸酯类化合物的区域选择性开环,得到官能化的αβ-不饱和羧酸酯类化合物.该反应条件温和,操作简单.

关键词: 环丙烯羧酸酯, N-溴代丁二酰亚胺, 开环反应

The cyclopropene compound contains an intra carbon-carbon double bond structure, which leads to distinctive active chemical reactivity due to the large ring tension. In this paper, the N-bromosuccinimide-promoted regioselective ring-opening of cyclopropene dicarboxylates to give functionalized α,β-unsaturated carboxylic acid ester compounds was studied. The reaction conditions are mild and the operation is simple.

Key words: cyclopropene dicarboxylate, N-bromosuccinimide, ring-opening reaction