Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions
Autor(a) principal: | |
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Data de Publicação: | 2004 |
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/1822/2231 |
Resumo: | The Fries rearrangement of dibenzofuran-2-yl ethanoate as a route to o-hydroxyacetyldibenzofurans has been investigated, both under thermal Lewis-acid catalysed and non-catalysed photochemical conditions. The reactions were examined theoretically at semi-empirical (PM3 and ZINDO/S) and density functional theory (DFT) levels. The correct selection of reaction conditions provides viable preparative routes to ortho-acylated hydroxydibenzofurans. |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditionsFries rearrangementDibenzofuran-2-yl ethanoateAcetylationScience & TechnologyThe Fries rearrangement of dibenzofuran-2-yl ethanoate as a route to o-hydroxyacetyldibenzofurans has been investigated, both under thermal Lewis-acid catalysed and non-catalysed photochemical conditions. The reactions were examined theoretically at semi-empirical (PM3 and ZINDO/S) and density functional theory (DFT) levels. The correct selection of reaction conditions provides viable preparative routes to ortho-acylated hydroxydibenzofurans.Fundação para a Ciência e Tecnologia - PRAXIS/BD/19797/99. Fundação de Amparo à Pesquisa do Estado de Minas Gerais - Brasil. Conselho Nacional do Desenvolvimento Científico e Tecnológico (CNPq) - Brasil.ElsevierUniversidade do MinhoCampos, Ana M. F. OliveiraOliveira, Ana M. A. G.Raposo, M. Manuela M.Griffiths, JohnMachado, António E. H.20042004-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/2231eng"Tetrahedron". 60 (2004) 6145-6154.0040-402010.1016/j.tet.2004.05.060info: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:RCAAP2023-07-21T12:50:57ZPortal AgregadorONG |
dc.title.none.fl_str_mv |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
title |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
spellingShingle |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions Campos, Ana M. F. Oliveira Fries rearrangement Dibenzofuran-2-yl ethanoate Acetylation Science & Technology |
title_short |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
title_full |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
title_fullStr |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
title_full_unstemmed |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
title_sort |
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewis-acid-catalysed conditions |
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 |
Fries rearrangement Dibenzofuran-2-yl ethanoate Acetylation Science & Technology |
topic |
Fries rearrangement Dibenzofuran-2-yl ethanoate Acetylation Science & Technology |
description |
The Fries rearrangement of dibenzofuran-2-yl ethanoate as a route to o-hydroxyacetyldibenzofurans has been investigated, both under thermal Lewis-acid catalysed and non-catalysed photochemical conditions. The reactions were examined theoretically at semi-empirical (PM3 and ZINDO/S) and density functional theory (DFT) levels. The correct selection of reaction conditions provides viable preparative routes to ortho-acylated hydroxydibenzofurans. |
publishDate |
2004 |
dc.date.none.fl_str_mv |
2004 2004-01-01T00:00:00Z |
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/1822/2231 |
url |
http://hdl.handle.net/1822/2231 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
"Tetrahedron". 60 (2004) 6145-6154. 0040-4020 10.1016/j.tet.2004.05.060 |
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 |
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 |
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) |
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1777303858546999296 |