Cu2O spheres as an efficient source of catalytic Cu(I) species for performing azide-alkyne click reactions

We report herein the high yield synthesis of Cu2O spheres displaying well-defined shapes and monodisperse sizes that could be employed as the source of highly catalytic active Cu(I) species towards click reactions between several of alkynes and azides to produce a variety of 1,2,3-triazoles under li...

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Bibliographic Details
Authors: Rodrigues, Thenner S., Silva, Anderson G.M. da, Oliveira, Lucas C. de, Silva, Adalberto M. da, Teixeira, Róbson R., Camargo, Pedro H.C.
Format: article
Status:Published version
Publication Date:2017
Country:Brasil
Institution:Universidade Federal de Viçosa (UFV)
Repository:LOCUS Repositório Institucional da UFV
Language:English
OAI Identifier:oai:locus.ufv.br:123456789/21384
Online Access:https://doi.org/10.1016/j.tetlet.2017.01.005
http://www.locus.ufv.br/handle/123456789/21384
Access Level:Open access
Keyword:Cu2O spheres
Well-defined and monodisperse Cu2O
Well-defined and monodisperse Cu2O spheres
Azide-alkyne click reactions
Copper(I)-catalyzed azide-alkyne cycloaddition
Description
Summary:We report herein the high yield synthesis of Cu2O spheres displaying well-defined shapes and monodisperse sizes that could be employed as the source of highly catalytic active Cu(I) species towards click reactions between several of alkynes and azides to produce a variety of 1,2,3-triazoles under ligand-free and ambient conditions (in an open reactor). The utilization of Cu2O spheres enabled superior performance as compared to a conventional protocol in which CuSO4 is employed in combination with sodium ascorbate as the catalyst system. In addition, the compounds were obtained in synthetically useful yields, and seven of them have not been previously reported. We believe the results reported herein shed new insights into the optimization of activity and versatility of click reactions towards the synthesis of target molecules in environmentally friendly conditions.