Autor: |
Bianca Waskow, Rafaela Xavier Giacomini, Daniela H. de Oliveira, Cristiane Luchese, Ethel A. Wilhelm, Renata A. Mano, Lucielli Savegnago, Ricardo F. Schumacher, Raquel G. Jacob |
Rok vydání: |
2016 |
Předmět: |
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Zdroj: |
Tetrahedron Letters. 57:5575-5580 |
ISSN: |
0040-4039 |
Popis: |
We present here the synthesis of novel (Z)-2-organylselanyl ketoximes by nucleophilic substitution reaction of E/Z mixtures of 2-bromo ketoximes with nucleophilic species of selenium, which were generated in situ by simple cleavage of diorganyl diselenides with NaBH4 using ethanol/THF as solvent. The new 2-organylselanyl ketoximes were synthesized in moderate to good yields and with selectivity for the (Z)-configuration. The synthesized (Z)-2-arylselanylacetophenone oximes were submitted to the Beckmann rearrangement, furnishing the corresponding N-aryl-2-(selanyl)acetamides. (Z)-1-Phenyl-2-(phenylselanyl) ketoxime has antifungal activity against Sphaceloma ampelinum and a good level of antioxidant activity in vitro in DPPH, ABTS, FRAP and lipid peroxidation assays. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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