有机化学 ›› 2019, Vol. 39 ›› Issue (8): 2226-2234.DOI: 10.6023/cjoc201903040 上一篇    下一篇

所属专题: 陈茹玉先生诞辰100周年

研究论文

铜催化1-芳基-1-环醇和1,3-二羰基化合物的环化反应:合成环烷烃稠合的二氢呋喃衍生物

杨胜彪a, 李燕a, 张前a,b   

  1. a 东北师范大学化学学院 长春 130024;
    b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032
  • 收稿日期:2019-03-21 修回日期:2019-05-16 出版日期:2019-08-25 发布日期:2019-05-21
  • 通讯作者: 李燕, 张前 E-mail:liy078@nenu.edu.cn;zhangq651@nenu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21831002)和万人计划资助项目.

Copper-Catalyzed Cyclization of 1-Aryl-1-cycloalcohols and 1,3-Dicarbonyl Compounds: Synthesis of Cycloalkane-Fused Dihydrofuran Derivatives

Yang Shengbiaoa, Li Yana, Zhang Qiana,b   

  1. a Department of Chemistry, Northeast Normal University, Changchun 130024;
    b State Key Laboratory of Organometallic Chemistry, Shang Hai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2019-03-21 Revised:2019-05-16 Online:2019-08-25 Published:2019-05-21
  • Contact: 10.6023/cjoc201903040 E-mail:liy078@nenu.edu.cn;zhangq651@nenu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21831002) and Ten Thousand Talents Program.

报道了一种铜催化的1-芳基-1-环醇和1,3-二羰基化合物的环化反应,以中等到优秀的产率合成了一系列环烷烃稠合的二氢呋喃衍生物.该反应条件温和,官能团兼容性好.机理研究表明此环合反应可能经历了自由基中间体.

关键词: 环化反应, 环醇, 1,3-二羰基化合物, 二氢呋喃

A novel method of copper-catalyzed cyclization of 1-aryl-1-cycloalcohols and 1,3-dicarbonyl compounds has been developed, affording various cycloalkane-fused dihydrofurans in moderate to excellent yields. This transformation proceeds under mild conditions and with a good tolerance of functional groups. The mechanistic investigation revealed that the reaction involved radical intermediates.

Key words: cyclization, cycloalcohol, 1,3-dicarbonyl compound, dihydrofuran