title: Alkenes as azido precursors for the one-pot synthesis of 1,2,3-triazoles catalyzed by copper nanoparticles on activated carbon.
abstract: A one-pot protocol for the synthesis of 1,2,3-triazoles has been developed starting from inactivated alkenes and based on two click reactions: the azidosulfenylation of the carbon-carbon double bond and the copper-catalyzed azide-alkyne cycloaddition (CuAAC). High yields of the β-methylsulfanyl triazoles have been attained using CuNPs/C as catalyst, with other commercial copper catalysts being completely inactive. The versatility of the methylsulfanyl group has been demonstrated through a series of synthetic transformations, including direct access to 1-vinyl and 4-monosubstituted triazoles.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica, Universidad de Alicante, Apdo 99, 03080 Alicante, Spain. falonso@ua.es
authors.forename: Francisco
authors.initials: F
authors.lastname: Alonso
authors.forename: Yanina
authors.initials: Y
authors.lastname: Moglie
authors.forename: Gabriel
authors.initials: G
authors.lastname: Radivoy
authors.forename: Miguel
authors.initials: M
authors.lastname: Yus
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D053768:Metal Nanoparticles / Q000737:chemistry*; D015394:Molecular Structure; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D001386:Azides; D014230:Triazoles; D002244:Carbon; D003300:Copper