Optimization of Click Chemistry Using Azide and Alkyne Scavenger Resins

Abstract

Abstract The copper catalyzed [3+2]‐cycloaddition of azides and alkynes has attracted enormous attention due to its striking suitability for the construction of bioconjugates, polymers, and bioactive small molecules. We herein present new, readily approachable polymer‐supported scavenger resins allowing an efficient and high yielding parallel synthesis of 1,4‐substituted 1,2,3‐triazoles. Azidomethyl‐substituted polystyrene 1 and the alkynoylamino functionalized resin 3 proved to quantitatively remove unreacted alkynes and azides, respectively. Model libraries of triazole derivatives could be obtained in high yield and excellent purity suggesting the application of this practical methodology for parallel solution phase chemistry.