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

Padilha, Gustavo et al · Pergamon-Elsevier Science Ltd · 2017

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Author / responsible party
Padilha, Gustavo et al
Publisher
Pergamon-Elsevier Science Ltd
Year
2017
ISSN
0040-4039
ISSN
0040-4039
Language
English

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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. Fil: Padilha, Gustavo. Universidade Federal de Santa Maria; Brasil Fil: Birmann, Paloma T.. Universidade Federal de Pelotas; Brasil

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APA 7

Padilha, G. E. A. (2017). Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources. http://hdl.handle.net/11336/174367

MLA

Padilha, Gustavo et al. "Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources." 2017. http://hdl.handle.net/11336/174367.

Chicago

Padilha, Gustavo et al. 2017. "Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources.". http://hdl.handle.net/11336/174367.

Harvard

Padilha, G. E. A. 2017, 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, available at: http://hdl.handle.net/11336/174367 [Accessed 7 Aug. 2026].

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Resource details

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Title
Convenient Michael addition/beta-elimination approach to the synthesis of 4-benzyl- and 4-aryl-selenyl coumarins using diselenides as selenium sources
Author / contributors
Padilha, Gustavo et al
Publisher
Pergamon-Elsevier Science Ltd
Publication year
2017
ISSN
0040-4039
ISSN
0040-4039
Language
English

Subjects

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FUNCTIONALIZED COUMARINS; HETEROCYCLIC DERIVATIVES; SELENA-MICHAEL ADDITION/Β-ELIMINATION; SELENOCOUMARINS; SELENOFUNCTIONALIZATION; https://purl.org/becyt/ford/1.4; https://purl.org/becyt/ford/1
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