Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes

Detalhes bibliográficos
Autor(a) principal: Pereira, Nelson A. M.
Data de Publicação: 2013
Outros Autores: Lemos, Américo, Serra, Arménio C., Melo, Teresa M. V. D. Pinho e
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/26848
https://doi.org/10.1016/j.tetlet.2013.01.032
Resumo: 5,5′-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1,9-disubstituted derivatives. The reported methodology gave access to a range of dipyrromethanes with good structural features for various applications. It was demonstrated that reduction of dipyrromethanes containing α-oximino ester groups opens the way to new α-amino esters.
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spelling Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenesDipyrromethanesAzoalkenesNitrosoalkenesHetero-Diels–Alder reaction5,5′-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1,9-disubstituted derivatives. The reported methodology gave access to a range of dipyrromethanes with good structural features for various applications. It was demonstrated that reduction of dipyrromethanes containing α-oximino ester groups opens the way to new α-amino esters.Elsevier2013-03-20info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/26848http://hdl.handle.net/10316/26848https://doi.org/10.1016/j.tetlet.2013.01.032engPEREIRA, Nelson A. M. [et al.] - Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes. "Tetrahedron Letters". ISSN 0040-4039. Vol. 54 Nº 12 (2013) p. 1553-15570040-4039http://www.sciencedirect.com/science/article/pii/S0040403913000683Pereira, Nelson A. M.Lemos, AméricoSerra, Arménio C.Melo, Teresa M. V. D. Pinho einfo: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:RCAAP2021-10-12T10:54:56Zoai:estudogeral.uc.pt:10316/26848Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:49.144866Repositório 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 Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
title Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
spellingShingle Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
Pereira, Nelson A. M.
Dipyrromethanes
Azoalkenes
Nitrosoalkenes
Hetero-Diels–Alder reaction
title_short Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
title_full Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
title_fullStr Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
title_full_unstemmed Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
title_sort Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes
author Pereira, Nelson A. M.
author_facet Pereira, Nelson A. M.
Lemos, Américo
Serra, Arménio C.
Melo, Teresa M. V. D. Pinho e
author_role author
author2 Lemos, Américo
Serra, Arménio C.
Melo, Teresa M. V. D. Pinho e
author2_role author
author
author
dc.contributor.author.fl_str_mv Pereira, Nelson A. M.
Lemos, Américo
Serra, Arménio C.
Melo, Teresa M. V. D. Pinho e
dc.subject.por.fl_str_mv Dipyrromethanes
Azoalkenes
Nitrosoalkenes
Hetero-Diels–Alder reaction
topic Dipyrromethanes
Azoalkenes
Nitrosoalkenes
Hetero-Diels–Alder reaction
description 5,5′-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1,9-disubstituted derivatives. The reported methodology gave access to a range of dipyrromethanes with good structural features for various applications. It was demonstrated that reduction of dipyrromethanes containing α-oximino ester groups opens the way to new α-amino esters.
publishDate 2013
dc.date.none.fl_str_mv 2013-03-20
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/10316/26848
http://hdl.handle.net/10316/26848
https://doi.org/10.1016/j.tetlet.2013.01.032
url http://hdl.handle.net/10316/26848
https://doi.org/10.1016/j.tetlet.2013.01.032
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv PEREIRA, Nelson A. M. [et al.] - Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes. "Tetrahedron Letters". ISSN 0040-4039. Vol. 54 Nº 12 (2013) p. 1553-1557
0040-4039
http://www.sciencedirect.com/science/article/pii/S0040403913000683
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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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