CuO Nanoparticles as An Efficient Heterogeneous Catalyst for the 1,3-Dipolar Cycloaddition of Dicarbonyl Compounds to Azides

Author(s)

Dias, Cassio da S. ^{[1, 2]} ; Lima, Thiago de M. ^{[1, 3]} ; Lima, Carolina G. S. ^[1] ; Zuekrman-Schpector, Julio ^[4] ; Schwab, Ricardo S. ^[1]

Affiliation

^[1] Univ Fed Sao Carlos, Dept Quim, Ctr Excellence Res Sustainable Chem CERSusChem, Rodovia Washington Luis, Km 235 SP 310, BR-13565905 Sao Carlos, SP - Brazil

^[2] Inst Fed Maranhao, Dept Ensino, Campus Acailandia, Av Projetada, S-N, BR-65930000 Acailandia, MA - Brazil

^[3] Univ Fed Fluminense, Dept Quim Inorgan, Campus Valonguinho, Outeiro San Jose Batista S-N, BR-24020150 Niteroi, RJ - Brazil

^[4] Univ Fed Sao Carlos, Dept Quim, Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: CHEMISTRYSELECT; v. 3, n. 22, p. 6195-6202, JUN 15 2018.
• Web of Science Citations: 3

Abstract

Substituted 1,2,3-triazoles are important heterocyclic molecules with applications in diverse research areas. The organocatalytic (3+2) cycloaddition reaction of azides with active methylene compounds has proven to be a powerful strategy for the synthesis of a variety of 1,2,3-triazoles with different substituents. However the reported methods in the literature, commonly used a homogenous organocatalyst. Considering this point, here we have reported a novel heterogeneous protocol for the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles by reaction of different dicarbonyl compounds with aryl azides catalyzed by copper oxide nanoparticles under microwave irradiation. The important features of this methodology are high yield products, short reaction times and recyclability of the CuO catalyst. (AU)

• FAPESP's process: 17/06536-0 - Green chemistry: sustainable synthetic methods employing catalysis, benign solvents, safer reagents and bio-renewable feedstock
• Grantee: Thiago de Melo Lima
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 13/06558-3 - Asymmetric catalysis: preparation of chiral alcohols and their derivatives from highly functionalized organozinc reagents and application of new chiral ligands supported on magnetic nanoparticles
• Grantee: Ricardo Samuel Schwab
• Support Opportunities: Regular Research Grants
• FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Grantee: Arlene Gonçalves Corrêa
• Support Opportunities: Research Grants - Research Centers in Engineering Program