Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes

Detalhes bibliográficos
Autor(a) principal: Ribeiro,Rodrigo da S.
Data de Publicação: 2008
Outros Autores: Esteves,Pierre M., Mattos,Marcio C. S. de
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=S0103-50532008000700002
Resumo: Triiodoisocyanuric acid (TICA) was prepared in 90% yield by heating trichloroisocyanuric acid with iodine in a sealed tube. The reaction of TICA with activated arenes in acetonitrile led to an efficient and highly regioselective formation of the corresponding iodoarenes, in 73-93% isolated yield. Aniline and phenol are monoiodinated regioselectively using MeOH (53%) and CH2Cl2 (88%) as solvents, respectively.
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spelling Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenestriiodoisocianuric acidiodinationactivated aromatic compoundiodoareneelectrophilic halogenationTriiodoisocyanuric acid (TICA) was prepared in 90% yield by heating trichloroisocyanuric acid with iodine in a sealed tube. The reaction of TICA with activated arenes in acetonitrile led to an efficient and highly regioselective formation of the corresponding iodoarenes, in 73-93% isolated yield. Aniline and phenol are monoiodinated regioselectively using MeOH (53%) and CH2Cl2 (88%) as solvents, respectively.Sociedade Brasileira de Química2008-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000700002Journal of the Brazilian Chemical Society v.19 n.7 2008reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532008000700002info:eu-repo/semantics/openAccessRibeiro,Rodrigo da S.Esteves,Pierre M.Mattos,Marcio C. S. deeng2017-05-05T00:00:00Zoai:scielo:S0103-50532008000700002Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2017-05-05T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
title Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
spellingShingle Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
Ribeiro,Rodrigo da S.
triiodoisocianuric acid
iodination
activated aromatic compound
iodoarene
electrophilic halogenation
title_short Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
title_full Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
title_fullStr Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
title_full_unstemmed Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
title_sort Triiodoisocyanuric acid: a new and convenient reagent for regioselective iodination of activated arenes
author Ribeiro,Rodrigo da S.
author_facet Ribeiro,Rodrigo da S.
Esteves,Pierre M.
Mattos,Marcio C. S. de
author_role author
author2 Esteves,Pierre M.
Mattos,Marcio C. S. de
author2_role author
author
dc.contributor.author.fl_str_mv Ribeiro,Rodrigo da S.
Esteves,Pierre M.
Mattos,Marcio C. S. de
dc.subject.por.fl_str_mv triiodoisocianuric acid
iodination
activated aromatic compound
iodoarene
electrophilic halogenation
topic triiodoisocianuric acid
iodination
activated aromatic compound
iodoarene
electrophilic halogenation
description Triiodoisocyanuric acid (TICA) was prepared in 90% yield by heating trichloroisocyanuric acid with iodine in a sealed tube. The reaction of TICA with activated arenes in acetonitrile led to an efficient and highly regioselective formation of the corresponding iodoarenes, in 73-93% isolated yield. Aniline and phenol are monoiodinated regioselectively using MeOH (53%) and CH2Cl2 (88%) as solvents, respectively.
publishDate 2008
dc.date.none.fl_str_mv 2008-01-01
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=S0103-50532008000700002
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000700002
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532008000700002
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.19 n.7 2008
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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