Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane
Autor(a) principal: | |
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Data de Publicação: | 2012 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/8274 |
Resumo: | The Diels-Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespectively of the substituents on the 2-styrylchromones, the 2-(7-aryl-4-methoxy-2-methyl-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers. |
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Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethaneTetrahydroquinazolinesCycloadditions2-StyrylchromonesPyrimidine ortho-QuinodimethaneNMRThe Diels-Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespectively of the substituents on the 2-styrylchromones, the 2-(7-aryl-4-methoxy-2-methyl-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers.ElsevierBiblioteca Digital do IPBPatoilo, DianaSilva, ArturPinto, DianaSantos, Clementina M.M.Tomé, AugustoCavaleiro, José2013-03-15T16:27:10Z20122012-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10198/8274eng0040-403910.1016/j.tetlet.2012.03.081info: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:RCAAP2023-11-21T10:19:38Zoai:bibliotecadigital.ipb.pt:10198/8274Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T22:59:37.767149Repositório 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 |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
title |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
spellingShingle |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane Patoilo, Diana Tetrahydroquinazolines Cycloadditions 2-Styrylchromones Pyrimidine ortho-Quinodimethane NMR |
title_short |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
title_full |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
title_fullStr |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
title_full_unstemmed |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
title_sort |
Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
author |
Patoilo, Diana |
author_facet |
Patoilo, Diana Silva, Artur Pinto, Diana Santos, Clementina M.M. Tomé, Augusto Cavaleiro, José |
author_role |
author |
author2 |
Silva, Artur Pinto, Diana Santos, Clementina M.M. Tomé, Augusto Cavaleiro, José |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Patoilo, Diana Silva, Artur Pinto, Diana Santos, Clementina M.M. Tomé, Augusto Cavaleiro, José |
dc.subject.por.fl_str_mv |
Tetrahydroquinazolines Cycloadditions 2-Styrylchromones Pyrimidine ortho-Quinodimethane NMR |
topic |
Tetrahydroquinazolines Cycloadditions 2-Styrylchromones Pyrimidine ortho-Quinodimethane NMR |
description |
The Diels-Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespectively of the substituents on the 2-styrylchromones, the 2-(7-aryl-4-methoxy-2-methyl-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012 2012-01-01T00:00:00Z 2013-03-15T16:27:10Z |
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/10198/8274 |
url |
http://hdl.handle.net/10198/8274 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
0040-4039 10.1016/j.tetlet.2012.03.081 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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 |
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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 |
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1799135220905017344 |