Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors

Detalhes bibliográficos
Autor(a) principal: Ferreira, Isabel C.F.R.
Data de Publicação: 2003
Outros Autores: Queiroz, Maria João R.P., Kirsch, Gilbert
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/819
Resumo: Substituted 2-methyl-2'-nitro diaryl compounds in the benzo[b]thiophene series were prepared by palladium-catalyzed, two-step, one-pot borylation/Suzuki coupling (BSC) reaction in good to high yields. The borylation reaction was performed on methylated 6-bromobenzo[b]thiophenes using pinacolborane and was followed by in situ Suzuki coupling with substituted (CF3, OMe) 2-bromonitrobenzenes. The compounds obtained were cyclized to the corresponding ring A substituted thienocarbazoles which can have biological activity or/and be used as biomarkers due to their fluorescence properties and possible DNA intercalation.
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spelling Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursorsPalladiumBorylationSuzuki coupling2-methyl-2'-nitro biarylsBenzo[b]thiophenesSubstituted 2-methyl-2'-nitro diaryl compounds in the benzo[b]thiophene series were prepared by palladium-catalyzed, two-step, one-pot borylation/Suzuki coupling (BSC) reaction in good to high yields. The borylation reaction was performed on methylated 6-bromobenzo[b]thiophenes using pinacolborane and was followed by in situ Suzuki coupling with substituted (CF3, OMe) 2-bromonitrobenzenes. The compounds obtained were cyclized to the corresponding ring A substituted thienocarbazoles which can have biological activity or/and be used as biomarkers due to their fluorescence properties and possible DNA intercalation.ElsevierBiblioteca Digital do IPBFerreira, Isabel C.F.R.Queiroz, Maria João R.P.Kirsch, Gilbert2008-09-12T13:08:20Z20032003-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/819engFerreira, Isabel C.F.R.; Queiroz, Maria João R.P.; Kirsch, Gilbert (2003). Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors. Tetrahedron Letters. ISSN 0040-4039. 44:23 (2003) p. 4327-43290040-403910.1016/S0040-4039(03)00952-3info: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:RCAAP2023-11-21T10:03:54Zoai:bibliotecadigital.ipb.pt:10198/819Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T22:54:27.524108Repositório 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 Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
title Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
spellingShingle Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
Ferreira, Isabel C.F.R.
Palladium
Borylation
Suzuki coupling
2-methyl-2'-nitro biaryls
Benzo[b]thiophenes
title_short Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
title_full Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
title_fullStr Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
title_full_unstemmed Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
title_sort Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors
author Ferreira, Isabel C.F.R.
author_facet Ferreira, Isabel C.F.R.
Queiroz, Maria João R.P.
Kirsch, Gilbert
author_role author
author2 Queiroz, Maria João R.P.
Kirsch, Gilbert
author2_role author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Ferreira, Isabel C.F.R.
Queiroz, Maria João R.P.
Kirsch, Gilbert
dc.subject.por.fl_str_mv Palladium
Borylation
Suzuki coupling
2-methyl-2'-nitro biaryls
Benzo[b]thiophenes
topic Palladium
Borylation
Suzuki coupling
2-methyl-2'-nitro biaryls
Benzo[b]thiophenes
description Substituted 2-methyl-2'-nitro diaryl compounds in the benzo[b]thiophene series were prepared by palladium-catalyzed, two-step, one-pot borylation/Suzuki coupling (BSC) reaction in good to high yields. The borylation reaction was performed on methylated 6-bromobenzo[b]thiophenes using pinacolborane and was followed by in situ Suzuki coupling with substituted (CF3, OMe) 2-bromonitrobenzenes. The compounds obtained were cyclized to the corresponding ring A substituted thienocarbazoles which can have biological activity or/and be used as biomarkers due to their fluorescence properties and possible DNA intercalation.
publishDate 2003
dc.date.none.fl_str_mv 2003
2003-01-01T00:00:00Z
2008-09-12T13:08:20Z
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/10198/819
url http://hdl.handle.net/10198/819
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Ferreira, Isabel C.F.R.; Queiroz, Maria João R.P.; Kirsch, Gilbert (2003). Tandem palladium-catalyzed borylation and suzuki coupling (BSC) to thienocarbazole precursors. Tetrahedron Letters. ISSN 0040-4039. 44:23 (2003) p. 4327-4329
0040-4039
10.1016/S0040-4039(03)00952-3
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)
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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