Synthesis 2009(10): 1689-1693  
DOI: 10.1055/s-0028-1088070
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Novel One-Pot, Three-Component Synthesis of 5-Imino-2,3,5,8-tetrahydropyrazolo[1,2-a]pyridazin-1-one Derivatives

Bo Qiana, Ming-Jin Fanb, Yong-Xin Xiea, Lu-Yong Wua, Yun Shia, Yong-Min Liang*a,b
a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
b State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, P. R. of China
Fax: +86(931)8912582; e-Mail: liangym@lzu.edu.cn;
Weitere Informationen

Publikationsverlauf

Received 28 October 2008
Publikationsdatum:
27. April 2009 (online)

Zoom Image

Abstract

It was found that the zwitterionic intermediate obtained from the addition of isocyanides to dimethyl acetylenedicarboxylate could react with 1,3-dipolar compounds under mild conditions to produce 5-imino-2,3,5,8-tetrahydropyrazolo[1,2-a]pyridazin-1-one derivatives in high yields. A plausible mechanism was also discussed for this process.