title: Synthesis of triazoles from nonactivated terminal alkynes via the three-component coupling reaction using a Pd(0)-Cu(I) bimetallic catalyst.
abstract: The synthesis of triazoles via the three-component coupling reaction of unactivated terminal alkynes, allyl carbonate, and trimethylsiyl azide under the Pd(0)-Cu(I) bimetallic catalyst is developed. The reaction most probably proceeds through the formation of a pi-allylpalladium azide complex and a copper-acetylide followed by a successive [3 + 2] cycloaddition. The deallylation of the resulting allyltriazoles proceeds very easily by the Ru-catalyzed isomerization followed by the ozonolysis of the resulting propenyltriazoles to give the triazoles in high yields.
authors.affiliation: Research Center for Sustainable Materials Engineering, Institute of Multidisciplinary Research for Advanced Materials, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
authors.forename: Shin
authors.initials: S
authors.lastname: Kamijo
authors.forename: Tienan
authors.initials: T
authors.lastname: Jin
authors.forename: Zhibao
authors.initials: Z
authors.lastname: Huo
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Yamamoto
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D010165:Palladium / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D014230:Triazoles; D010165:Palladium; D003300:Copper