A Practical Method to Synthesize 1,2,3-Triazole-Amino-Bisphosphonate Derivatives

GRAPHICAL ABSTRACT

Abstract

A practical and efficient method for the synthesis of 1,2,3-triazole-amino-bisphosphonates derivatives was developed through two steps: The Michael addition reaction of propargyl amine with vinylidene bisphosphonate, and the 1,3-dipolar “click” cycloaddition assisted by ultrasound irradiation. This approach has significant advantages in terms of experimental simplicity, mild reaction condition, and can be easily scaled up. The target compounds were characterized by ¹H-, ³¹P-, ¹³C-NMR spectroscopy and high-resolution mass spectral analyses.

Keywords:

• Michael addition reaction
• 1,3-dipolar cycloaddition
• ultrasound
• 1,2,3-triazole-amino-bisphosphonates