Solvent-free Mizoroki–Heck reactions and its application in the synthesis of Axitinib

A green method for the synthesis of a D-glucosamine-derived triazole@palladium catalyst is described. The synthesized catalyst containing a 2-pyridyl-1,2,3-triazole ligand was prepared via a click route in high yields and was explored in Heck cross-coupling reactions between different aryl halides and olefins under solvent-free conditions. The catalyst can be separated from the reaction mixture and reused at least six times with superior activity. In addition, using this protocol, the marketed drug Axitinib (antitumor) could be synthesized easily.

 

Graphical abstract: A novel d-glucosamine-derived pyridyl-triazole@palladium catalyst for solvent-free Mizoroki–Heck reactions and its application in the synthesis of Axitinib

A novel D-glucosamine-derived pyridyl-triazole@palladium catalyst for solvent-free Mizoroki–Heck reactions and its application in the synthesis of Axitinib

Chao Shen,ab   Hongyun Shen,b   Ming Yang,b   Chengcai Xiab and   Pengfei Zhang*b  


*Corresponding authors
aCollege of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, China
bCollege of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China
E-mail: zpf100@163.com
Fax: +86-571-28862867
Tel: +86-571-28862867
Green Chem., 2015,17, 225-230

DOI: 10.1039/C4GC01606H