A novel approach for the synthesis of 5-substituted-1H-tetrazoles

Detalhes bibliográficos
Autor(a) principal: Akhlaghinia,Batool
Data de Publicação: 2012
Outros Autores: Rezazadeh,Soodabeh
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=S0103-50532012001200008
Resumo: A series of 5-substituted-1H-tetrazoles (RCN4H) have been synthesized by cycloaddition reaction of different aryl and alkyl nitriles with sodium azide in DMSO using CuSO4•5H2O as catalyst. A wide variety of aryl nitriles underwent [3+2] cycloaddition to afford tetrazoles under mild reaction conditions in good to excellent yields. The catalyst used is readily available and environmentally friendly. Short reaction times, good to excellent yields, safe process and simple workup make this method an attractive and useful contribution to present organic synthesis of 5-substituted-1H-tetrazoles.
id SBQ-2_46ed8c9af573695dd705d975f5fd5f45
oai_identifier_str oai:scielo:S0103-50532012001200008
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling A novel approach for the synthesis of 5-substituted-1H-tetrazoles5-substituted-1H-tetrazolearylnitrilessodium azideCuSO4•5H2Ocycloaddition reactionA series of 5-substituted-1H-tetrazoles (RCN4H) have been synthesized by cycloaddition reaction of different aryl and alkyl nitriles with sodium azide in DMSO using CuSO4•5H2O as catalyst. A wide variety of aryl nitriles underwent [3+2] cycloaddition to afford tetrazoles under mild reaction conditions in good to excellent yields. The catalyst used is readily available and environmentally friendly. Short reaction times, good to excellent yields, safe process and simple workup make this method an attractive and useful contribution to present organic synthesis of 5-substituted-1H-tetrazoles.Sociedade Brasileira de Química2012-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012001200008Journal of the Brazilian Chemical Society v.23 n.12 2012reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532013005000005info:eu-repo/semantics/openAccessAkhlaghinia,BatoolRezazadeh,Soodabeheng2013-02-08T00:00:00Zoai:scielo:S0103-50532012001200008Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2013-02-08T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv A novel approach for the synthesis of 5-substituted-1H-tetrazoles
title A novel approach for the synthesis of 5-substituted-1H-tetrazoles
spellingShingle A novel approach for the synthesis of 5-substituted-1H-tetrazoles
Akhlaghinia,Batool
5-substituted-1H-tetrazole
arylnitriles
sodium azide
CuSO4•5H2O
cycloaddition reaction
title_short A novel approach for the synthesis of 5-substituted-1H-tetrazoles
title_full A novel approach for the synthesis of 5-substituted-1H-tetrazoles
title_fullStr A novel approach for the synthesis of 5-substituted-1H-tetrazoles
title_full_unstemmed A novel approach for the synthesis of 5-substituted-1H-tetrazoles
title_sort A novel approach for the synthesis of 5-substituted-1H-tetrazoles
author Akhlaghinia,Batool
author_facet Akhlaghinia,Batool
Rezazadeh,Soodabeh
author_role author
author2 Rezazadeh,Soodabeh
author2_role author
dc.contributor.author.fl_str_mv Akhlaghinia,Batool
Rezazadeh,Soodabeh
dc.subject.por.fl_str_mv 5-substituted-1H-tetrazole
arylnitriles
sodium azide
CuSO4•5H2O
cycloaddition reaction
topic 5-substituted-1H-tetrazole
arylnitriles
sodium azide
CuSO4•5H2O
cycloaddition reaction
description A series of 5-substituted-1H-tetrazoles (RCN4H) have been synthesized by cycloaddition reaction of different aryl and alkyl nitriles with sodium azide in DMSO using CuSO4•5H2O as catalyst. A wide variety of aryl nitriles underwent [3+2] cycloaddition to afford tetrazoles under mild reaction conditions in good to excellent yields. The catalyst used is readily available and environmentally friendly. Short reaction times, good to excellent yields, safe process and simple workup make this method an attractive and useful contribution to present organic synthesis of 5-substituted-1H-tetrazoles.
publishDate 2012
dc.date.none.fl_str_mv 2012-12-01
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=S0103-50532012001200008
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012001200008
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532013005000005
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.23 n.12 2012
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_ 1750318175667355648

Registros relacionados