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高等学校化学研究 ›› 2012, Vol. 28 ›› Issue (6): 990-993.

• Articles • 上一篇    下一篇

Efficient One-pot Synthesis of Pyrrolo[2,1-a]isoquinoline and Pyrrolo[1,2-a]quinoline Derivatives

LIU Zhen-ming1, WU Lei2, SUN Jing2, YAN Chao-guo2   

  1. 1. Analysis and Test Center, Yangzhou University, Yangzhou 225002, P. R. China;
    2. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China
  • 收稿日期:2012-02-07 修回日期:2012-02-29 出版日期:2012-11-25 发布日期:2012-11-09
  • 通讯作者: YAN Chao-guo E-mail:cgyan@yzu.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(No.21172189).

Efficient One-pot Synthesis of Pyrrolo[2,1-a]isoquinoline and Pyrrolo[1,2-a]quinoline Derivatives

LIU Zhen-ming1, WU Lei2, SUN Jing2, YAN Chao-guo2   

  1. 1. Analysis and Test Center, Yangzhou University, Yangzhou 225002, P. R. China;
    2. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China
  • Received:2012-02-07 Revised:2012-02-29 Online:2012-11-25 Published:2012-11-09
  • Contact: YAN Chao-guo E-mail:cgyan@yzu.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.21172189).

PDF (PC)

摘要：

A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]-quinoline derivatives has been developed. The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline), acetylenedicarboxylate and alkynylbenzene and then Cs2CO3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline).

关键词: Indolizine, Pyrrolo[2,1-a]isoquinoline, One-pot reaction, Three-component reaction

Abstract:

A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]-quinoline derivatives has been developed. The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline), acetylenedicarboxylate and alkynylbenzene and then Cs2CO3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline).

Key words: Indolizine, Pyrrolo[2,1-a]isoquinoline, One-pot reaction, Three-component reaction