Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources

dc.creatorPadilha, Gustavo
dc.creatorBirmann, Paloma T.
dc.creatorDomingues, Micaela
dc.creatorKaufman, Teodoro Saul
dc.creatorSavegnano, Lucielli
dc.creatorSilveira, Claudio
dc.date2017-03
dc.date.accessioned2023-08-31T00:45:48Z
dc.date.available2023-08-31T00:45:48Z
dc.identifierhttp://hdl.handle.net/11336/174367
dc.identifierPadilha, 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.identifier0040-4039
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8543765
dc.descriptionA 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.descriptionFil: Padilha, Gustavo. Universidade Federal de Santa Maria; Brasil
dc.descriptionFil: Birmann, Paloma T.. Universidade Federal de Pelotas; Brasil
dc.descriptionFil: Domingues, Micaela. Universidade Federal de Pelotas; Brasil
dc.descriptionFil: 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.descriptionFil: Savegnano, Lucielli. Universidade Federal de Pelotas; Brasil
dc.descriptionFil: Silveira, Claudio. Universidade Federal de Santa Maria; Brasil
dc.formatapplication/pdf
dc.formatapplication/pdf
dc.languageeng
dc.publisherPergamon-Elsevier Science Ltd
dc.relationinfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040403917301284?via%3Dihub
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2017.01.084
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subjectFUNCTIONALIZED COUMARINS
dc.subjectHETEROCYCLIC DERIVATIVES
dc.subjectSELENA-MICHAEL ADDITION/Β-ELIMINATION
dc.subjectSELENOCOUMARINS
dc.subjectSELENOFUNCTIONALIZATION
dc.subjecthttps://purl.org/becyt/ford/1.4
dc.subjecthttps://purl.org/becyt/ford/1
dc.titleConvenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


Este ítem pertenece a la siguiente institución