Cu2O spheres as an efficient source of catalytic Cu(I) species for performing azide-alkyne click reactions |
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Authors: | Thenner S. Rodrigues Anderson G.M. da Silva Lucas C. de Oliveira Adalberto M. da Silva Róbson R. Teixeira Pedro H.C. Camargo |
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Affiliation: | 1. Departamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, 05508-000 São Paulo, SP, Brazil;2. Departamento de Química – Universidade Federal de Viçosa, Av. P.H. Rolfs, S/N, 36570-900 Viçosa, MG, Brazil;3. Instituto Federal de Educação, Ciência e Tecnologia Catarinense – Campus Araquari, 89245-000 Araquari, SC, Brazil |
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Abstract: | 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. |
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Keywords: | Azide-alkyne click reactions Copper(I)-catalyzed azide-alkyne cycloaddition |
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