Novel hyperbranched poly([1,2,3]-triazole)s were synthesized from several AB(2) monomers by a 1,3-dipolar cycloaddition reaction. The compound 3,5-bis(propargyloxy)benzyl azide was polymerized thermally at room temperature leading to 1,4- and 1,5-disubstituted poly([1,2,3]-triazole) and catalytically leading only to the 1,4disubstituted poly([1,2,3]-triazole). Only the thermal reaction led to fully soluble products. The AB(2) monomers containing an internal alkyne A unit could be autopolymerized thermally under mild reaction conditions leading to soluble, highmolecular-weight hyperbranched poly([1,2,3] triazole)s. All products were characterized by detailed NMR investigations.