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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.)

Phenylselanyl-1H-1,2,3-triazole-4-carbonitriles: synthesis, antioxidant properties and use as precursors to highly functionalized tetrazoles

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Author(s):
Savegnago, Lucielli [1] ; do Sacramento, Manoela [2] ; Brod, Lucimar M. P. [1] ; Fronza, Mariana G. [1] ; Seus, Natalia [2] ; Lenardao, Eder J. [2] ; Paixao, Marcio W. [3] ; Alves, Diego [1]
Total Authors: 8
Affiliation:
[1] Univ Fed Pelotas, UFPel, CDTec, GPN, Pelotas, RS - Brazil
[2] Univ Fed Pelotas UFPel, CCQFA, LASOL, Lab Sintese Organ Limpa, BR-96010900 Pelotas, RS - Brazil
[3] Univ Fed Sao Carlos, Lab Sintese Prod Nat, BR-13565905 Sao Carlos, SP - Brazil
Total Affiliations: 3
Document type: Journal article
Source: RSC ADVANCES; v. 6, n. 10, p. 8021-8031, 2016.
Web of Science Citations: 14
Abstract

We describe herein our results on the synthesis, antioxidant properties and chemical diversification of phenylselanyl-1H-1,2,3-triazole-4-carbonitriles. These compounds were synthesized in high yields by the reaction of azidophenyl phenylselenides with a range of alpha-keto nitriles, using DMSO as the solvent in the presence of a catalytic amount of Et2NH (1 mol%). The synthesized compounds were screened for their in vitro antioxidant activity and 5-phenyl-1-(2-(phenylselanyl) phenyl)-1H-1,2,3-triazole-4-carbonitrile (3a) exhibited the highest antioxidant effect. In addition, the obtained triazoyl carbonitriles were readily transformed into more complex products via a cycloaddition protocol with NaN3, affording bifunctional hybrids containing triazole and tetrazole systems in good to excellent yields. (AU)

FAPESP's process: 15/17141-1 - Development and Mechanism Studies of New Synthetic Methodologies for the Synthesis of Bioactive Compounds.
Grantee:Ricardo Samuel Schwab
Support Opportunities: Regular Research Grants
FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
Grantee:Arlene Gonçalves Corrêa
Support Opportunities: Research Grants - Research Centers in Engineering Program