New formation of imines of C₁₉-diterpenoid alkaloids by heating with DMSO

Abstract

Treatment of some C₁₉-diterpenoid alkaloids (3, 6, 10 and 12) with anhydrous DMSO at 100–170°C for 3–7 h led to the formation of the corresponding imines (4, 7/8, 11, 13/14) in 65–83% yield, respectively. This is a new simpler formation of the imines of the C₁₉-diterpenoid alkaloids.

Keywords:

• Imine formation
• C₁₉-Diterpenoid alkaloid
• Dimethyl sulphoxide Talatisamine

Acknowledgements

Financial support for this research was provided by the National Natural Science Foundation of China (No. 30472075). We also thank Professor Xiao-Tian Liang, Institute of Materia Medica, Chinese Academy of Sciences, Beijing, for helpful discussion on the manuscript.