Synthesis of psoralen analogues based on dibenzofuran

Detalhes bibliográficos
Autor(a) principal: Campos, Ana M. F. Oliveira
Data de Publicação: 2003
Outros Autores: Oliveira, Ana M. A. G., Raposo, M. Manuela M., Griffiths, John, Machado, António E. H.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/1803
Resumo: The syntheses of four novel psoralen derivatives, 6a-d, of the benzofurocoumarin (=benzofuro[1]benzopyranone) type containing an ester group are described. These compounds might be of interest in PUVA (psoralen long-wave ultraviolet radiation) therapy. The overall efficiency of the synthetic procedure is greatly limited by the low yields for the penultimate step, i.e. formylation of the dibenzofuranols 3a,c or protected dibenzofuranol 4d to the carboxaldehydes 5 (Scheme 4). However, the final stage to form the pyranone ring from 5a-d proceeds smoothly (Scheme 5).
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spelling Synthesis of psoralen analogues based on dibenzofuranPsoralenDibenzofuranBenzofurocoumarinScience & TechnologyThe syntheses of four novel psoralen derivatives, 6a-d, of the benzofurocoumarin (=benzofuro[1]benzopyranone) type containing an ester group are described. These compounds might be of interest in PUVA (psoralen long-wave ultraviolet radiation) therapy. The overall efficiency of the synthetic procedure is greatly limited by the low yields for the penultimate step, i.e. formylation of the dibenzofuranols 3a,c or protected dibenzofuranol 4d to the carboxaldehydes 5 (Scheme 4). However, the final stage to form the pyranone ring from 5a-d proceeds smoothly (Scheme 5).Fundação para a Ciência e Tecnologia - PRAXIS XXI/BD/19707/99. Fundação de Amparo à Pesquisa do Estado de Minas Gerais (Brasil). Conselho Nacional do Desenvolvimento Científico e Tecnológico (Brasil).Wiley-VCH VerlagUniversidade do MinhoCampos, Ana M. F. OliveiraOliveira, Ana M. A. G.Raposo, M. Manuela M.Griffiths, JohnMachado, António E. H.20032003-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/1803eng"Helvetica chimica acta". 86 (2003) 2900-2907.0018-019X10.1002/hlca.200390237info: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:RCAAP2023-07-21T12:38:19ZPortal AgregadorONG
dc.title.none.fl_str_mv Synthesis of psoralen analogues based on dibenzofuran
title Synthesis of psoralen analogues based on dibenzofuran
spellingShingle Synthesis of psoralen analogues based on dibenzofuran
Campos, Ana M. F. Oliveira
Psoralen
Dibenzofuran
Benzofurocoumarin
Science & Technology
title_short Synthesis of psoralen analogues based on dibenzofuran
title_full Synthesis of psoralen analogues based on dibenzofuran
title_fullStr Synthesis of psoralen analogues based on dibenzofuran
title_full_unstemmed Synthesis of psoralen analogues based on dibenzofuran
title_sort Synthesis of psoralen analogues based on dibenzofuran
author Campos, Ana M. F. Oliveira
author_facet Campos, Ana M. F. Oliveira
Oliveira, Ana M. A. G.
Raposo, M. Manuela M.
Griffiths, John
Machado, António E. H.
author_role author
author2 Oliveira, Ana M. A. G.
Raposo, M. Manuela M.
Griffiths, John
Machado, António E. H.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Campos, Ana M. F. Oliveira
Oliveira, Ana M. A. G.
Raposo, M. Manuela M.
Griffiths, John
Machado, António E. H.
dc.subject.por.fl_str_mv Psoralen
Dibenzofuran
Benzofurocoumarin
Science & Technology
topic Psoralen
Dibenzofuran
Benzofurocoumarin
Science & Technology
description The syntheses of four novel psoralen derivatives, 6a-d, of the benzofurocoumarin (=benzofuro[1]benzopyranone) type containing an ester group are described. These compounds might be of interest in PUVA (psoralen long-wave ultraviolet radiation) therapy. The overall efficiency of the synthetic procedure is greatly limited by the low yields for the penultimate step, i.e. formylation of the dibenzofuranols 3a,c or protected dibenzofuranol 4d to the carboxaldehydes 5 (Scheme 4). However, the final stage to form the pyranone ring from 5a-d proceeds smoothly (Scheme 5).
publishDate 2003
dc.date.none.fl_str_mv 2003
2003-01-01T00:00:00Z
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/1822/1803
url http://hdl.handle.net/1822/1803
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv "Helvetica chimica acta". 86 (2003) 2900-2907.
0018-019X
10.1002/hlca.200390237
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 Wiley-VCH Verlag
publisher.none.fl_str_mv Wiley-VCH 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
repository.mail.fl_str_mv
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