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/1822/58938
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]thiophenesScience & TechnologySubstituted 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.Thanks are due to the Foundation for Science and Technology, IBQF, University of Minho (Portugal), to the Research Incitment Programme of the Calouste Gulbenkian Foundation (Portugal) for financial support and to the Escola Superior Agra ´ria, Instituto Polite ´cnico de Braganc ¸a for supporting in part I.C.F.R.F. (Ph.D.).info:eu-repo/semantics/publishedVersionElsevier LtdUniversidade do MinhoFerreira, Isabel C. F. R.Queiroz, Maria João R. P.Kirsch, Gilbert20032003-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/58938eng0040-403910.1016/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:RCAAP2023-07-21T12:48:09Zoai:repositorium.sdum.uminho.pt:1822/58938Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:46:19.990077Repositório 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
Science & Technology
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 Universidade do Minho
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
Science & Technology
topic palladium
borylation
Suzuki coupling
2-methyl-2 '-nitro biaryls
benzo[b]thiophenes
Science & Technology
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
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/1822/58938
url http://hdl.handle.net/1822/58938
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 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 Ltd
publisher.none.fl_str_mv Elsevier Ltd
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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