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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis of arylselanyl-1H-1,2,3-triazole-4-carboxylates by organocatalytic cycloaddition of azidophenyl arylselenides with beta-keto-esters

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Author(s):
Seus, Natalia [1] ; Goncalves, Loren C. [1] ; Deobald, Anna M. [2] ; Savegnago, Lucielli [3] ; Alves, Diego [1] ; Paixao, Marcio W. [2]
Total Authors: 6
Affiliation:
[1] Univ Fed Pelotas, UFPel, Lab Sintese Organ Limpa, LASOL, CCQFA, Pelotas, RS - Brazil
[2] Univ Fed Sao Carlos, Lab Sintese Prod Nat, BR-13565905 Sao Carlos, SP - Brazil
[3] Univ Fed Pelotas, UFPel, GPN, CDTec, Pelotas, RS - Brazil
Total Affiliations: 3
Document type: Journal article
Source: Tetrahedron; v. 68, n. 51, p. 10456-10463, DEC 23 2012.
Web of Science Citations: 54
Abstract

The beta-enaminone-azide cycloaddition has been used for the synthesis of arylselanyl-1H-1,2,3-triazole-4-carboxylates by reaction of azidophenyl arylselenides with beta-keto-esters. The cycloaddition reactions were performed under mild conditions, reacting various azidophenyl arylselenides and beta-keto-esters using catalytic amount of Et2NH (1 mol %) and the corresponding products were obtained in good to excellent yields. Reactions using focused microwave irradiation reduced considerably the reaction time of this organocatalytic protocol from hours to few minutes, which makes this protocol useful and an attractive approach for the synthesis of high-functionalized 1,2,3-triazoles. (C) 2012 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 09/07281-0 - Asymmetric organocatalysis: design of new organocatalysts and development of new methodologies
Grantee:Márcio Weber Paixão
Support Opportunities: Research Grants - Young Investigators Grants