Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions

Detalhes bibliográficos
Autor(a) principal: Lara,Renata G
Data de Publicação: 2010
Outros Autores: Borges,Elton L, Lenardão,Eder J, Alves,Diego, Jacob,Raquel G, Perin,Gelson
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=S0103-50532010001100014
Resumo: We present herein the results of a simple and efficient protocol for the hydrothiolation of phenylselenoalkynes promoted by KF/Al2O3 using solvent-free conditions. This improved method furnishes selectively the corresponding (Z)-1-phenylseleno-2-organylthio-1-alkenes in reasonable to good yields starting from selenoalkynes and aliphatic or aromatic thiols. The presence of the phenylselenium group in the alkyne directed the regiochemistry of the thiol addition. The catalytic system can be reused up to 4 times without previous treatment.
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spelling Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditionsseleniumgreen chemistrysolvent-free reactionhydrothiolationvinyl selenidesWe present herein the results of a simple and efficient protocol for the hydrothiolation of phenylselenoalkynes promoted by KF/Al2O3 using solvent-free conditions. This improved method furnishes selectively the corresponding (Z)-1-phenylseleno-2-organylthio-1-alkenes in reasonable to good yields starting from selenoalkynes and aliphatic or aromatic thiols. The presence of the phenylselenium group in the alkyne directed the regiochemistry of the thiol addition. The catalytic system can be reused up to 4 times without previous treatment.Sociedade Brasileira de Química2010-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001100014Journal of the Brazilian Chemical Society v.21 n.11 2010reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532010001100014info:eu-repo/semantics/openAccessLara,Renata GBorges,Elton LLenardão,Eder JAlves,DiegoJacob,Raquel GPerin,Gelsoneng2010-12-15T00:00:00Zoai:scielo:S0103-50532010001100014Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2010-12-15T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
title Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
spellingShingle Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
Lara,Renata G
selenium
green chemistry
solvent-free reaction
hydrothiolation
vinyl selenides
title_short Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
title_full Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
title_fullStr Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
title_full_unstemmed Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
title_sort Addition of thiols to phenylselenoalkynes using KF/Alumina under solvent-free conditions
author Lara,Renata G
author_facet Lara,Renata G
Borges,Elton L
Lenardão,Eder J
Alves,Diego
Jacob,Raquel G
Perin,Gelson
author_role author
author2 Borges,Elton L
Lenardão,Eder J
Alves,Diego
Jacob,Raquel G
Perin,Gelson
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Lara,Renata G
Borges,Elton L
Lenardão,Eder J
Alves,Diego
Jacob,Raquel G
Perin,Gelson
dc.subject.por.fl_str_mv selenium
green chemistry
solvent-free reaction
hydrothiolation
vinyl selenides
topic selenium
green chemistry
solvent-free reaction
hydrothiolation
vinyl selenides
description We present herein the results of a simple and efficient protocol for the hydrothiolation of phenylselenoalkynes promoted by KF/Al2O3 using solvent-free conditions. This improved method furnishes selectively the corresponding (Z)-1-phenylseleno-2-organylthio-1-alkenes in reasonable to good yields starting from selenoalkynes and aliphatic or aromatic thiols. The presence of the phenylselenium group in the alkyne directed the regiochemistry of the thiol addition. The catalytic system can be reused up to 4 times without previous treatment.
publishDate 2010
dc.date.none.fl_str_mv 2010-01-01
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=S0103-50532010001100014
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001100014
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532010001100014
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.21 n.11 2010
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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