Synthesis of Arylseleno-1,2,3-triazoles via Copper Catalyzed 1,3-Dipolar Cycloadditions of Arylseleno Azides with Alkynes

Synthesis of Arylseleno-1,2,3-triazoles via Copper Catalyzed 1,3-Dipolar Cycloadditions of Arylseleno Azides with Alkynes

Seus, Natália; Saraiva, Maiara T.; Lenardão, Eder J.; Perin, Gelson; Jacob, Raquel G.; Mendes, Samuel R.; Alves, Diego

Abstract:

Organoselenium compounds are attractive synthetic targets because of their selective reactions and association with biological activities. Selenides or diselenides containing nitrogen atoms in their structure are a special class of these compounds and they have been employed in various organic transformations, for instance, asymmetric synthesis. Consequently, the search of new and efficient methods for the preparation of highly functionalized organoselenium compounds, remains a challenge in organic chemistry. Although the synthesis of selenium-containing triazole compounds has been reported, no reaction using a copper catalyzed protocol has been described so far. This fact encouraged us to explore the use of arylseleno azides 1 in the copper-catalyzed 1,3-dipolar cycloaddition with alkynes 2 to obtain arylseleno- 1,2,3-triazoles 3.

Organoselenium compounds are attractive synthetic targets because of their selective reactions and association with biological activities. Selenides or diselenides containing nitrogen atoms in their structure are a special class of these compounds and they have been employed in various organic transformations, for instance, asymmetric synthesis. Consequently, the search of new and efficient methods for the preparation of highly functionalized organoselenium compounds, remains a challenge in organic chemistry. Although the synthesis of selenium-containing triazole compounds has been reported, no reaction using a copper catalyzed protocol has been described so far. This fact encouraged us to explore the use of arylseleno azides 1 in the copper-catalyzed 1,3-dipolar cycloaddition with alkynes 2 to obtain arylseleno- 1,2,3-triazoles 3.

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DOI: 10.5151/chempro-14bmos-R0100-1

Referências bibliográficas

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Como citar:

Seus, Natália; Saraiva, Maiara T.; Lenardão, Eder J.; Perin, Gelson; Jacob, Raquel G.; Mendes, Samuel R.; Alves, Diego; "Synthesis of Arylseleno-1,2,3-triazoles via Copper Catalyzed 1,3-Dipolar Cycloadditions of Arylseleno Azides with Alkynes", p-100-100. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0100-1