title: Copper-catalyzed Huisgen 1,3-dipolar cycloaddition under oxidative conditions: polymer-assisted assembly of 4-acyl-1-substituted-1,2,3-triazoles.
abstract: We herein document the first example of a reliable copper-catalyzed Huisgen 1,3-dipolar cycloaddition under oxidative conditions. The combined use of two polymer-supported reagents (polystyrene-1,5,7-triazabicyclo[4,4,0]dec-5-ene/Cu and polystyrene-2-iodoxybenzamide) overcomes the thermodynamic instability of copper(I) species toward oxidation, enabling the reliable Cu-catalyzed Huisgen 1,3-dipolar cycloadditions in the presence of an oxidant agent. This polymer-assisted pathway, not feasible under conventional homogeneous conditions, provides a direct assembly of 4-acyl-1-substituted-1,2,3-triazoles, contributing to expand the reliability and scope of Cu(I)-catalyzed alkyne-azide cycloaddition.
authors.affiliation: Center for Research in Biological Chemistry and Molecular Materials (CIQUS), University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Paula M
authors.initials: PM
authors.lastname: Diz
authors.forename: Alberto
authors.initials: A
authors.lastname: Coelho
authors.forename: Abdelaziz
authors.initials: A
authors.lastname: El Maatougui
authors.forename: Jhonny
authors.initials: J
authors.lastname: Azuaje
authors.forename: Olga
authors.initials: O
authors.lastname: Caamaño
authors.forename: Álvaro
authors.initials: Á
authors.lastname: Gil
authors.forename: Eddy
authors.initials: E
authors.lastname: Sotelo
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011137:Polystyrenes / Q000737:chemistry*; D013816:Thermodynamics; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D011137:Polystyrenes; D014230:Triazoles; D003300:Copper