Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles

Detalhes bibliográficos
Autor(a) principal: Hassaine, Ridha
Data de Publicação: 2016
Outros Autores: Talhi, Oualid, Taibi, Nadia, Paz, Filipe A. Almeida, Bensaid, Okkacha, Bachari, Khaldoun, Silva, Artur M. S.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10773/18123
Resumo: The transformations of (E)-3-[3-(2-hydroxyaryl)-3-oxoprop- 1-en-1-yl]chromones in the presence of methylhydrazine and aromatic bisnucleophiles are described. The reactions generally lead to chromone ring transformation via pyrone ring-opening and heterocyclization to give novel diazoles and (Z)-3-aminomethylenechromanones, respectively. Piperazine catalyzes chromanone ring closure of the starting substrate to afford chromone–chromanone dyads.
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spelling Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocyclesChromonesα,β-unsaturated carbonyl systemsMichael additionsBisnucleophilesX-ray diffractionHeterocycles2D NMRThe transformations of (E)-3-[3-(2-hydroxyaryl)-3-oxoprop- 1-en-1-yl]chromones in the presence of methylhydrazine and aromatic bisnucleophiles are described. The reactions generally lead to chromone ring transformation via pyrone ring-opening and heterocyclization to give novel diazoles and (Z)-3-aminomethylenechromanones, respectively. Piperazine catalyzes chromanone ring closure of the starting substrate to afford chromone–chromanone dyads.Georg Thieme Verlag2017-07-26T17:27:55Z2016-01-01T00:00:00Z2016info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/18123eng0936-521410.1055/s-0035-1560829Hassaine, RidhaTalhi, OualidTaibi, NadiaPaz, Filipe A. AlmeidaBensaid, OkkachaBachari, KhaldounSilva, Artur M. S.info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T11:34:24Zoai:ria.ua.pt:10773/18123Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T02:52:56.598891Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
title Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
spellingShingle Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
Hassaine, Ridha
Chromones
α,β-unsaturated carbonyl systems
Michael additions
Bisnucleophiles
X-ray diffraction
Heterocycles
2D NMR
title_short Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
title_full Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
title_fullStr Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
title_full_unstemmed Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
title_sort Actions of bisnucleophiles on (E)-3-[3-(2-Hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones: versatile transformations into oxygen-and nitrogen-containing heterocycles
author Hassaine, Ridha
author_facet Hassaine, Ridha
Talhi, Oualid
Taibi, Nadia
Paz, Filipe A. Almeida
Bensaid, Okkacha
Bachari, Khaldoun
Silva, Artur M. S.
author_role author
author2 Talhi, Oualid
Taibi, Nadia
Paz, Filipe A. Almeida
Bensaid, Okkacha
Bachari, Khaldoun
Silva, Artur M. S.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Hassaine, Ridha
Talhi, Oualid
Taibi, Nadia
Paz, Filipe A. Almeida
Bensaid, Okkacha
Bachari, Khaldoun
Silva, Artur M. S.
dc.subject.por.fl_str_mv Chromones
α,β-unsaturated carbonyl systems
Michael additions
Bisnucleophiles
X-ray diffraction
Heterocycles
2D NMR
topic Chromones
α,β-unsaturated carbonyl systems
Michael additions
Bisnucleophiles
X-ray diffraction
Heterocycles
2D NMR
description The transformations of (E)-3-[3-(2-hydroxyaryl)-3-oxoprop- 1-en-1-yl]chromones in the presence of methylhydrazine and aromatic bisnucleophiles are described. The reactions generally lead to chromone ring transformation via pyrone ring-opening and heterocyclization to give novel diazoles and (Z)-3-aminomethylenechromanones, respectively. Piperazine catalyzes chromanone ring closure of the starting substrate to afford chromone–chromanone dyads.
publishDate 2016
dc.date.none.fl_str_mv 2016-01-01T00:00:00Z
2016
2017-07-26T17:27:55Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10773/18123
url http://hdl.handle.net/10773/18123
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0936-5214
10.1055/s-0035-1560829
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Georg Thieme Verlag
publisher.none.fl_str_mv Georg Thieme Verlag
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
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