Peptidotriazoles: Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions on Solid-Phase

Abstract

[1,2,3]-Triazoles are important pharmacophores in medicinal chemistry and it is therefore important to develop synthetic methods for triazoles that are both mild, high yielding and applicable to combinatorial synthesis. [1,2,3]-Triazoles are typically prepared by refluxing an alkyne and an azide in toluene (110 °C), but the 1,3-dipolar cycloaddition has also been performed at lower temperatures by using sodium acetylide [1], lithium and magnesium acetylide [2,3] with varying success. The present work describes the preparation of [1,2,3]-triazoles at 25 °C on solid-phase with high yields (80–95%), and is compatible with Fmoc chemistry.