1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide

Detalhes bibliográficos
Autor(a) principal: Gomes, Paulo J. S.
Data de Publicação: 2006
Outros Autores: Nunes, Cláudio M., Pais, Alberto A. C. C., Melo, Teresa M. V. D. Pinho e, Arnaut, Luis G.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/5078
https://doi.org/10.1016/j.tetlet.2006.05.179
Resumo: The 1,3-dipolar cycloaddition of azomethine ylides with DMAD in supercritical carbon dioxide is reported. The photolysis reaction conditions were optimized with a suitable adjustment of pressure, temperature, irradiation time and co-solvent concentration leading to a more efficient reaction than in neat acetonitrile. Similar results were observed using thermal reaction conditions. Supercritical carbon dioxide with a minute co-solvent addition is shown to be a very efficient medium for promoting this type of cycloadditions.
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spelling 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxideSupercritical carbon dioxide1,3-Dipolar cycloadditionAzomethine ylidesAziridinesThe 1,3-dipolar cycloaddition of azomethine ylides with DMAD in supercritical carbon dioxide is reported. The photolysis reaction conditions were optimized with a suitable adjustment of pressure, temperature, irradiation time and co-solvent concentration leading to a more efficient reaction than in neat acetonitrile. Similar results were observed using thermal reaction conditions. Supercritical carbon dioxide with a minute co-solvent addition is shown to be a very efficient medium for promoting this type of cycloadditions.http://www.sciencedirect.com/science/article/B6THS-4K7FJ88-D/1/e5b9b60b4e9f3055fb5a425dfc7593952006info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/5078http://hdl.handle.net/10316/5078https://doi.org/10.1016/j.tetlet.2006.05.179engTetrahedron Letters. 47:31 (2006) 5475-5479Gomes, Paulo J. S.Nunes, Cláudio M.Pais, Alberto A. C. C.Melo, Teresa M. V. D. Pinho eArnaut, Luis G.info: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:RCAAP2020-11-06T16:59:22Zoai:estudogeral.uc.pt:10316/5078Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:29.452838Repositório 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 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
title 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
spellingShingle 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
Gomes, Paulo J. S.
Supercritical carbon dioxide
1,3-Dipolar cycloaddition
Azomethine ylides
Aziridines
title_short 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
title_full 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
title_fullStr 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
title_full_unstemmed 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
title_sort 1,3-Dipolar cycloaddition of azomethine ylides generated from aziridines in supercritical carbon dioxide
author Gomes, Paulo J. S.
author_facet Gomes, Paulo J. S.
Nunes, Cláudio M.
Pais, Alberto A. C. C.
Melo, Teresa M. V. D. Pinho e
Arnaut, Luis G.
author_role author
author2 Nunes, Cláudio M.
Pais, Alberto A. C. C.
Melo, Teresa M. V. D. Pinho e
Arnaut, Luis G.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Gomes, Paulo J. S.
Nunes, Cláudio M.
Pais, Alberto A. C. C.
Melo, Teresa M. V. D. Pinho e
Arnaut, Luis G.
dc.subject.por.fl_str_mv Supercritical carbon dioxide
1,3-Dipolar cycloaddition
Azomethine ylides
Aziridines
topic Supercritical carbon dioxide
1,3-Dipolar cycloaddition
Azomethine ylides
Aziridines
description The 1,3-dipolar cycloaddition of azomethine ylides with DMAD in supercritical carbon dioxide is reported. The photolysis reaction conditions were optimized with a suitable adjustment of pressure, temperature, irradiation time and co-solvent concentration leading to a more efficient reaction than in neat acetonitrile. Similar results were observed using thermal reaction conditions. Supercritical carbon dioxide with a minute co-solvent addition is shown to be a very efficient medium for promoting this type of cycloadditions.
publishDate 2006
dc.date.none.fl_str_mv 2006
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/10316/5078
http://hdl.handle.net/10316/5078
https://doi.org/10.1016/j.tetlet.2006.05.179
url http://hdl.handle.net/10316/5078
https://doi.org/10.1016/j.tetlet.2006.05.179
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Tetrahedron Letters. 47:31 (2006) 5475-5479
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv aplication/PDF
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
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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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