University Chemistry ›› 2020, Vol. 35 ›› Issue (4): 178-186.doi: 10.3866/PKU.DXHX201910060

Special Issue: 全国大学生化学实验创新设计竞赛

Previous Articles    

Synthesis of Unique Bioactive Alkaloids by Ugi Four-Component One-Pot Reaction

Houjin Li(), Yang Xu, Yunzhu Zhong, Xiaoyan Zhang, Fang Zhu, Liuping Chen   

  • Received:2019-10-29 Accepted:2019-10-30 Published:2019-11-20
  • Contact: Houjin Li E-mail:ceslhj@mail.sysu.edu.cn

Abstract:

Using α-amino acids, aldehydes, isocyanides and alcohols as the starting materials, four components react in one pot at room temperature to obtain naturally unique bioactive alkaloids, 1, 1'-iminodicarboxylic acid derivatives. The reaction process is monitored by thin layer chromatography and liquid chromatography-mass spectrometry, and the products are purified by silica gel column chromatography. The structures are determined by mass spectrometry and nuclear magnetic resonance spectroscopy. The reaction is an innovative development of Ugi reaction, which has the characteristics of simple reaction operation, high yield, good stereoselectivity and high atomic economy. It has been widely used in the design and synthesis of new drugs, combinatorial chemistry and natural product synthesis.

Key words: Ugi reaction, Multi-component reaction, 1, 1'-iminodicarboxylic acid derivatives, Alkaloid, One-pot reaction

MSC2000: 

  • G64