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  • ISSN 1006-3080
  • CN 31-1691/TQ

有机催化串联反应合成吡咯并[1,2-a](异)喹啉化合物

李红线 曹金睛 陈梦紫 李浩

李红线, 曹金睛, 陈梦紫, 李浩. 有机催化串联反应合成吡咯并[1,2-a](异)喹啉化合物[J]. 华东理工大学学报(自然科学版). doi: 10.14135/j.cnki.1006-3080.20210810001
引用本文: 李红线, 曹金睛, 陈梦紫, 李浩. 有机催化串联反应合成吡咯并[1,2-a](异)喹啉化合物[J]. 华东理工大学学报(自然科学版). doi: 10.14135/j.cnki.1006-3080.20210810001
LI Hongxian, CAO Jinjing, CHEN Mengzi, LI Hao. Synthesis of Pyrrolo[1,2-a] (iso) Quinoline Compounds by Organocatalyzed Tandem Reactions[J]. Journal of East China University of Science and Technology. doi: 10.14135/j.cnki.1006-3080.20210810001
Citation: LI Hongxian, CAO Jinjing, CHEN Mengzi, LI Hao. Synthesis of Pyrrolo[1,2-a] (iso) Quinoline Compounds by Organocatalyzed Tandem Reactions[J]. Journal of East China University of Science and Technology. doi: 10.14135/j.cnki.1006-3080.20210810001

有机催化串联反应合成吡咯并[1,2-a](异)喹啉化合物

doi: 10.14135/j.cnki.1006-3080.20210810001
基金项目: 国家自然科学基金(21572054);上海高校特聘教授(GZ2017007)
详细信息
    作者简介:

    李红线(1989-),女,河北人,硕士生,研究方向为有机催化

    通讯作者:

    李 浩,E-mail:hli77@ecust.edu.cn

  • 中图分类号: O626.13

Synthesis of Pyrrolo[1,2-a] (iso) Quinoline Compounds by Organocatalyzed Tandem Reactions

  • 摘要: 发展了一种“一锅法”有机催化串联反应用于合成吡咯并[1,2-a](异)喹啉产物,以2-(喹啉-2-基)乙酸乙酯、α,β-不饱和醛为原料,二级胺催化下发生Michael加成反应,在卡宾的接力催化下发生喹啉的氮原子和醛的a位之间的环加成反应,再在氧气作用下进一步发生芳构化反应合成一系列吡咯并[1,2-a](异)喹啉产物。实验结果表明,喹啉环和不饱和醛的苯环上不同位置的取代基对反应的产率没有太大影响,该反应也适用于异喹啉乙酸乙酯和喹喔啉乙酸乙酯底物。

     

  • 图  1  环化反应合成吡咯并[1,2-a]喹啉

    Figure  1.  Synthesis of pyrrolo[1,2-a]quinoline by cyclization reaction

    图  2  吡咯并[1,2-a]喹啉产物的底物拓展

    Figure  2.  Substrate expansion of pyrrolo[1,2-a]quinoline products

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出版历程
  • 收稿日期:  2021-08-10
  • 网络出版日期:  2021-11-04

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