Synthesis of (arylselanyl)- and (arylsulfenyl)-alkyl-1,2,3-triazolo-1,3,6-triazonines via a copper-catalyzed multicomponent reaction |
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Authors: | Thalita B Aquino José Edmilson R do Nascimento Ítalo FC Dias Daniela H de Oliveira Thiago Barcellos Eder J Lenardão Gelson Perin Diego Alves Raquel G Jacob |
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Institution: | 1. Laboratório de Síntese Orgânica Limpa – LASOL – CCQFA – Universidade Federal de Pelotas – UFPel, P.O. Box 354, 96010-900 Pelotas, RS, Brazil;2. Laboratory of Biotechnology of Natural and Synthetic Products, Universidade de Caxias do Sul, Caxias do Sul, RS, Brazil |
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Abstract: | 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. |
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Keywords: | Azonines Copper Nitrogen heterocycles Organochalcogen compounds 1 2 3-Triazoles |
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