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Synthesis of (arylselanyl)- and (arylsulfenyl)-alkyl-1,2,3-triazolo-1,3,6-triazonines via a copper-catalyzed multicomponent reaction

2018; Elsevier BV; Volume: 59; Issue: 12 Linguagem: Inglês

10.1016/j.tetlet.2018.01.072

1873-3581

Thalita B. Aquino, José Edmilson R. Nascimento, Italo Franco Coelho Dias, Daniela Hartwig, Thiago Barcellos, Eder J. Lenardão, Gelson Perin, Diego Alves, Raquel G. Jacob,

Synthesis and Biological Evaluation

An efficient copper-catalyzed multicomponent reaction was developed for the synthesis of (arylselanyl)- or (arylsulfenyl)-alkyl-1,2,3-triazolo-1,3,6-triazonines. The products were obtained in moderate to excellent yields via the reaction of o-phenylenediamine, 2-azidobenzaldehyde and different arylchalcogenyl alkynes using catalytic copper iodide in 1,4-dioxane at 100 °C. The reactions tolerated a range of substituents on the arylchalcogenyl alkynes and proved to be an efficient methodology for the combinatorial synthesis of new selenium or sulfur-containing triazonine derivatives.