Synthesis of [(Arylselanyl)alkyl]-1,2,3-triazoles by Copper-Catalyzed 1,3-Dipolar Cycloaddition of (Arylselanyl)alkynes with Benzyl Azides

Abstract In the presence of catalytic amounts of copper salts and sodium ascorbate, various (arylselanyl)alkynes underwent click-type 1,3-dipolar cycloaddition reactions with a range of benzyl azides bearing electron-withdrawing or electron-donating groups to give a series of novel [(arylselanyl)alk...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2012-07, Vol.44 (13), p.1997-2004
Main Authors: Saraiva, Maiara T., Seus, Natália, de Souza, Diego, Rodrigues, Oscar E. D., Paixão, Márcio W., Jacob, Raquel G., Lenardão, Eder J., Perin, Gelson, Alves, Diego
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
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Summary:Abstract In the presence of catalytic amounts of copper salts and sodium ascorbate, various (arylselanyl)alkynes underwent click-type 1,3-dipolar cycloaddition reactions with a range of benzyl azides bearing electron-withdrawing or electron-donating groups to give a series of novel [(arylselanyl)alkyl]-1,2,3-triazoles. This click chemistry protocol is an efficient method for synthesizing new selenium–nitrogen compounds that are potentially useful in biological studies.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0031-1291135