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2019 , Vol. 39 >Issue 6: 1623 - 1629

DOI: https://doi.org/10.6023/cjoc201902025

研究论文

铜催化肟酯参与的[3+3]环加成反应合成4-五氟乙基取代的吡啶类化合物

  • 杨思琪 ,
  • 李鑫 ,
  • 彭卓金 ,
  • 于文艳 ,
  • 王光续 ,
  • 靳雅兰 ,
  • 郑冰冰 ,
  • 代洪雪 ,
  • 白大昌
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  • 河南师范大学化学化工学院 新乡 453007

收稿日期: 2019-02-23

  修回日期: 2019-05-16

  网络出版日期: 2019-05-28

基金资助

国家自然科学基金（No.21801067）、河南省优势学科（No.510103411009）、河南省高等学校重点科研项目计划（No.18A150010）、河南师范大学启动经费（No.qd17108）资助项目.

收起

Synthesis of Pentafluoroethylated Pyridines via Cu-Catalyzed[3+3] Cycloaddition Reaction of Oxime Acetates

  • Yang Siqi ,
  • Li Xin ,
  • Peng Zhuojin ,
  • Yu Wenyan ,
  • Wang Guangxu ,
  • Jin Yalan ,
  • Zheng Bingbing ,
  • Dai Hongxue ,
  • Bai Dachang
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  • a Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007

Received date: 2019-02-23

  Revised date: 2019-05-16

  Online published: 2019-05-28

Supported by

Project supported by the National Natural Science Foundation of China (No. 21801067), the Research Fund from Henan Normal University (No. 5101034011009), the Natural Science Research Program of Education Department of Henan Province (No. 18A150010), and the Start-Up Fund from Henan Normal University (No. qd17108).

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摘要

报道了一种铜催化肟酯与β-五氟乙基取代的α，β-不饱和酮的[3+3]环加成反应，实现了4-五氟乙基取代的吡啶类化合物的合成.反应具有操作简便、原料易得等优点，有较好的底物适用性以及优秀的区域选择性.反应机理也进行了初步研究.

关键词： 五氟乙基; 吡啶; 铜催化; 肟脂

本文引用格式

杨思琪 , 李鑫 , 彭卓金 , 于文艳 , 王光续 , 靳雅兰 , 郑冰冰 , 代洪雪 , 白大昌 . 铜催化肟酯参与的[3+3]环加成反应合成4-五氟乙基取代的吡啶类化合物[J]. 有机化学, 2019 , 39(6) : 1623 -1629 . DOI: 10.6023/cjoc201902025

Abstract

An improved method for the synthesis of pentafluoroethylated pyridines through Cu-catalyzed[3+3] cyclo-addition reaction of oxime acetates is reported. The starting materials are more readily available, and these reactions occurred under mild conditions with broad substrate scope and excellent regioselectivity. Mechanistic studies have also been preformed.

Key words： pentafluoroethylated; pyridines; copper-catalyzed; oxime acetates

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