有机化学 ›› 2016, Vol. 36 ›› Issue (9): 2136-2141.DOI: 10.6023/cjoc201603043 上一篇    下一篇

研究论文

离子液体中溴钯化启动的烯炔烃串联的氧化杂环化反应研究

安艳妮, 李建晓, 张振明, 李春生, 杨少容   

  1. 华南理工大学化学与化工学院 广州 510640
  • 收稿日期:2016-03-27 修回日期:2016-04-14 发布日期:2016-05-17
  • 通讯作者: 李建晓, 杨少容 E-mail:lisryang@scut.edu.cn
  • 基金资助:

    项目受国家自然科学基金(No.21502055),中央高校基本科研业务费(No.2015ZM150)和中国博士后科学基金(No.2015M572303)资助.

Bromopalladation Triggering the Cascade Oxidative Heterocyclization Reaction of Alkynes with Alkenes in Ionic Liquids

An Yanni, Li Jianxiao, Zhang Zhenming, Li Chunsheng, Yang Shaorong   

  1. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640
  • Received:2016-03-27 Revised:2016-04-14 Published:2016-05-17
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21502055), the Fundamental Research Funds for the Central Universities (No.2015ZM150) and China Postdoctoral Science Foundation (No.2015M572303).

室温条件下,以离子液体为溶剂,利用炔烃与烯烃衍生物发生串联氧化杂环化反应,以中等至优良产率(63%~84%)合成系列官能团化的、饱和的五元含氧杂环化合物.其结构均经IR,1H NMR,13C NMR及HRMS确证.该串联反应具有反应条件温和、底物适用范围广、环境友好等优点,可为具有饱和的五元含氧杂环化合物的天然产物及复杂药物分子的合成提供简便的途径.

关键词: 钯催化, 离子液体, 炔烃, 烯烃, 杂环化反应

An efficient and practical palladium-catalyzed cascade oxidative heterocyclization has been developed to afford functionalized oxygen-containing five-membered heterocycles in moderate to good yields with high regio- and diastereo-selectivities. Their structures were confirmed by IR, 1H NMR, 13C NMR and HRMS. Furthermore, the current methodology could also be conveniently applied to the synthesis of naturally occurring biologically active functionalized tetrahydrofurans and γ-lactones frameworks.

Key words: palladium-catalyzed, ionic liquids, alkynes, alkenes, heterocycles