Mechanochemical Solvent-Free One-Pot Synthesis of Poly-Functionalized 5-(Arylselanyl)-1H-1,2,3-triazoles Through a Copper(I)-Catalyzed Click Reaction

Abstract

A mechanochemistry-driven practical and efficient synthetic protocol for accessing diverse series of biologically relevant poly-functionalized 5-(arylselanyl)-1H-1,2,3-triazoles through copper(I)-catalyzed click reaction between aryl/heteroaryl acetylenes, diaryl diselenides, benzyl bromides, and sodium azide has been accomplished under high-speed ball-milling. Advantages of this method include operational simplicity, avoidance of using solvent and external heating, one-pot synthesis, short reaction time in minutes, good to excellent yields, broad substrate scope, and gram-scale applications. Furthermore, synthesized organoselenium compounds were synthetically diversified to biologically promising selenones.

Keywords: click reaction; mechanochemistry; one-pot synthesis; selenotriazoles; solvent-free synthesis.