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dc.contributor.author
Padilha, Gustavo
dc.contributor.author
Birmann, Paloma T.
dc.contributor.author
Domingues, Micaela
dc.contributor.author
Kaufman, Teodoro Saul
dc.contributor.author
Savegnano, Lucielli
dc.contributor.author
Silveira, Claudio
dc.date.available
2022-10-21T15:14:57Z
dc.date.issued
2017-03
dc.identifier.citation
Padilha, Gustavo; Birmann, Paloma T.; Domingues, Micaela; Kaufman, Teodoro Saul; Savegnano, Lucielli; et al.; Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources; Pergamon-Elsevier Science Ltd; Tetrahedron Letters; 58; 10; 3-2017; 985-990
dc.identifier.issn
0040-4039
dc.identifier.uri
http://hdl.handle.net/11336/174367
dc.description.abstract
A concise and efficient, two-step approach toward 4-organoselenyl coumarin derivatives from the easily available 4-hydroxycoumarins, is reported. The synthesis was based on conventional tosylation followed by a tandem selena-Michael addition/β-elimination reaction of an aryl-/benzyl-selenolate anion on the corresponding 4-tosyloxycoumarins. The selenolate anions were conveniently generated in situ by exposure of the corresponding diselenides to NaBH4. Selected compounds demonstrated to exhibit antioxidant properties in mice cortex and hippocampus.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Pergamon-Elsevier Science Ltd
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
FUNCTIONALIZED COUMARINS
dc.subject
HETEROCYCLIC DERIVATIVES
dc.subject
SELENA-MICHAEL ADDITION/Β-ELIMINATION
dc.subject
SELENOCOUMARINS
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SELENOFUNCTIONALIZATION
dc.subject.classification
Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2022-07-04T20:01:26Z
dc.journal.volume
58
dc.journal.number
10
dc.journal.pagination
985-990
dc.journal.pais
Países Bajos
dc.journal.ciudad
Amsterdam
dc.description.fil
Fil: Padilha, Gustavo. Universidade Federal de Santa Maria; Brasil
dc.description.fil
Fil: Birmann, Paloma T.. Universidade Federal de Pelotas; Brasil
dc.description.fil
Fil: Domingues, Micaela. Universidade Federal de Pelotas; Brasil
dc.description.fil
Fil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
dc.description.fil
Fil: Savegnano, Lucielli. Universidade Federal de Pelotas; Brasil
dc.description.fil
Fil: Silveira, Claudio. Universidade Federal de Santa Maria; Brasil
dc.journal.title
Tetrahedron Letters
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040403917301284?via%3Dihub
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.tetlet.2017.01.084
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