Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones

Detalhes bibliográficos
Autor(a) principal: Mesquita,Katiúcia D.
Data de Publicação: 2014
Outros Autores: Waskow,Bianca, Schumacher,Ricardo F., Perin,Gelson, Jacob,Raquel G., Alves,Diego
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000700015
Resumo: We describe herein our results for the reaction of benzeneselenol, generated in situ by reaction of diphenyl diselenide with H3PO2, with various (E)-chalcones using glycerol as solvent. Using our optimized reaction conditions, a range of chemoselective 1,4-reduction products could be obtained in good yields. The glycerol/H3PO2 system can be easily recovered and reused in chemoselective 1,4-reductions for successive cycles without loss of efficiency. Additionally, under 1,4-reducing reaction conditions, the natural product zingerone can be synthesized in good yield.
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spelling Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalconeschalconesseleniumglycerolreductionzingeroneWe describe herein our results for the reaction of benzeneselenol, generated in situ by reaction of diphenyl diselenide with H3PO2, with various (E)-chalcones using glycerol as solvent. Using our optimized reaction conditions, a range of chemoselective 1,4-reduction products could be obtained in good yields. The glycerol/H3PO2 system can be easily recovered and reused in chemoselective 1,4-reductions for successive cycles without loss of efficiency. Additionally, under 1,4-reducing reaction conditions, the natural product zingerone can be synthesized in good yield.Sociedade Brasileira de Química2014-07-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000700015Journal of the Brazilian Chemical Society v.25 n.7 2014reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20140104info:eu-repo/semantics/openAccessMesquita,Katiúcia D.Waskow,BiancaSchumacher,Ricardo F.Perin,GelsonJacob,Raquel G.Alves,Diegoeng2014-07-17T00:00:00Zoai:scielo:S0103-50532014000700015Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2014-07-17T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
title Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
spellingShingle Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
Mesquita,Katiúcia D.
chalcones
selenium
glycerol
reduction
zingerone
title_short Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
title_full Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
title_fullStr Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
title_full_unstemmed Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
title_sort Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
author Mesquita,Katiúcia D.
author_facet Mesquita,Katiúcia D.
Waskow,Bianca
Schumacher,Ricardo F.
Perin,Gelson
Jacob,Raquel G.
Alves,Diego
author_role author
author2 Waskow,Bianca
Schumacher,Ricardo F.
Perin,Gelson
Jacob,Raquel G.
Alves,Diego
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Mesquita,Katiúcia D.
Waskow,Bianca
Schumacher,Ricardo F.
Perin,Gelson
Jacob,Raquel G.
Alves,Diego
dc.subject.por.fl_str_mv chalcones
selenium
glycerol
reduction
zingerone
topic chalcones
selenium
glycerol
reduction
zingerone
description We describe herein our results for the reaction of benzeneselenol, generated in situ by reaction of diphenyl diselenide with H3PO2, with various (E)-chalcones using glycerol as solvent. Using our optimized reaction conditions, a range of chemoselective 1,4-reduction products could be obtained in good yields. The glycerol/H3PO2 system can be easily recovered and reused in chemoselective 1,4-reductions for successive cycles without loss of efficiency. Additionally, under 1,4-reducing reaction conditions, the natural product zingerone can be synthesized in good yield.
publishDate 2014
dc.date.none.fl_str_mv 2014-07-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000700015
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000700015
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0103-5053.20140104
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.25 n.7 2014
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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