Glycerol/hypophosphorous acid and PhSeSePh: an efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , , |
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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Journal of the Brazilian Chemical Society (Online) |
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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 |
_version_ |
1750318176154943488 |