Journal
CHEMISTRYSELECT
Volume 2, Issue 23, Pages 6645-6649Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201701280
Keywords
Cycloaddition Reaction; Organocatalysis; Organoselenium; Pyridine; Triazoles
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Funding
- Fundacao de Amparo a Pesquisa do Estado do Rio Grande do Sul (FAPERGS) [PqG 02070-2551/13-3, ARD 16/2551-0000358-0, PRONEM 16/2551-0000240-1]
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) [Universal 474963/2013-6, 447595/2014-8, PVE 400150/2014-0]
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)
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The use of Et2NH as organocatalyst for 1,3-dipolar cycloadditions of 3-azido-2-organylselanyl-pyridines with 1,3-dicarbonyl compounds is reported in this work. Reactions were conducted using DMSO as solvent at room temperature in air. All products were obtained in good to excellent yields. The reaction took place under very mild conditions and tolerated a range of functionalities. 1-(2-(Phenylselanyl)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxylate containing an alkyne substituent was selected as candidate for a Cu-catalyzed azide alkyne cycloaddition reaction, affording the bis-triazole in good yields.
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