Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

Detalhes bibliográficos
Autor(a) principal: Burke, Anthony
Data de Publicação: 2015
Outros Autores: Marques, Carolina, Peixoto, Daniela
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10174/16611
https://doi.org/10.1039/c5ra00404g
Resumo: We report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes. These products have potential for treating neuro-degenerative diseases. The key reaction in this synthetic pathway was an efficient metal-catalyzed (with Rh, Cu and Pd catalysts) intramolecular cyclization. A maximum yield of 87% was obtained using a Rh(I) catalyst.
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spelling Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivativesCatáliseAlzheimerWe report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes. These products have potential for treating neuro-degenerative diseases. The key reaction in this synthetic pathway was an efficient metal-catalyzed (with Rh, Cu and Pd catalysts) intramolecular cyclization. A maximum yield of 87% was obtained using a Rh(I) catalyst.RSC2016-01-13T17:31:41Z2016-01-132015-02-09T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10174/16611http://hdl.handle.net/10174/16611https://doi.org/10.1039/c5ra00404geng20108-201142046-2069WOS:000350220400038http://pubs.rsc.org/en/Content/ArticleLanding/2015/RA/C5RA00404G#!divAbstract5RSC Advancesajb@uevora.ptcarolsmarq@gmail.comdanielaaspeixoto@gmail.com310Burke, AnthonyMarques, CarolinaPeixoto, Danielainfo: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:RCAAP2023-08-08T04:16:50ZPortal AgregadorONG
dc.title.none.fl_str_mv Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
title Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
spellingShingle Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
Burke, Anthony
Catálise
Alzheimer
title_short Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
title_full Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
title_fullStr Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
title_full_unstemmed Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
title_sort Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives
author Burke, Anthony
author_facet Burke, Anthony
Marques, Carolina
Peixoto, Daniela
author_role author
author2 Marques, Carolina
Peixoto, Daniela
author2_role author
author
dc.contributor.author.fl_str_mv Burke, Anthony
Marques, Carolina
Peixoto, Daniela
dc.subject.por.fl_str_mv Catálise
Alzheimer
topic Catálise
Alzheimer
description We report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes. These products have potential for treating neuro-degenerative diseases. The key reaction in this synthetic pathway was an efficient metal-catalyzed (with Rh, Cu and Pd catalysts) intramolecular cyclization. A maximum yield of 87% was obtained using a Rh(I) catalyst.
publishDate 2015
dc.date.none.fl_str_mv 2015-02-09T00:00:00Z
2016-01-13T17:31:41Z
2016-01-13
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/10174/16611
http://hdl.handle.net/10174/16611
https://doi.org/10.1039/c5ra00404g
url http://hdl.handle.net/10174/16611
https://doi.org/10.1039/c5ra00404g
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 20108-20114
2046-2069
WOS:000350220400038
http://pubs.rsc.org/en/Content/ArticleLanding/2015/RA/C5RA00404G#!divAbstract
5
RSC Advances
ajb@uevora.pt
carolsmarq@gmail.com
danielaaspeixoto@gmail.com
310
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv RSC
publisher.none.fl_str_mv RSC
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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