Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles

Detalhes bibliográficos
Autor(a) principal: Melo, Teresa M. V. D. Pinho e
Data de Publicação: 2004
Outros Autores: Soares, Maria I. L., Gonsalves, António M. d'A. Rocha, McNab, Hamish
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/5135
https://doi.org/10.1016/j.tetlet.2004.03.111
Resumo: Extrusion of sulfur dioxide from pyrrolo[1,2-c]thiazole-2,2-dioxides led to the synthesis of functionalised pyrroles via the generation of 1-azafulvenium methides. Sealed tube reaction conditions allowed the synthesis of N- and C-vinylpyrroles whereas from FVP methyl 1,3-dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate and 4-oxo-1,4-dihydro-1-aza-benzo[f]azulene-3-carboxylates were obtained. These last compounds could also be obtained from the FVP of the N- and C-vinylpyrroles.
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spelling Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles1-Azafulvenium methidesN- and C-Vinylpyrroles1,3-Dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate1-Aza-benzo[f]azulene-3-carboxylateExtrusion of sulfur dioxide from pyrrolo[1,2-c]thiazole-2,2-dioxides led to the synthesis of functionalised pyrroles via the generation of 1-azafulvenium methides. Sealed tube reaction conditions allowed the synthesis of N- and C-vinylpyrroles whereas from FVP methyl 1,3-dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate and 4-oxo-1,4-dihydro-1-aza-benzo[f]azulene-3-carboxylates were obtained. These last compounds could also be obtained from the FVP of the N- and C-vinylpyrroles.http://www.sciencedirect.com/science/article/B6THS-4C4DX0X-4/1/eac3571d66ca5b141129aa261f2813242004info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/5135http://hdl.handle.net/10316/5135https://doi.org/10.1016/j.tetlet.2004.03.111engTetrahedron Letters. 45:20 (2004) 3889-3893Melo, Teresa M. V. D. Pinho eSoares, Maria I. L.Gonsalves, António M. d'A. RochaMcNab, Hamishinfo: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:RCAAP2021-09-02T11:12:53Zoai:estudogeral.uc.pt:10316/5135Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:40.395624Repositório 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 Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
title Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
spellingShingle Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
Melo, Teresa M. V. D. Pinho e
1-Azafulvenium methides
N- and C-Vinylpyrroles
1,3-Dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate
1-Aza-benzo[f]azulene-3-carboxylate
title_short Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
title_full Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
title_fullStr Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
title_full_unstemmed Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
title_sort Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dioxides: synthesis of functionalised pyrroles
author Melo, Teresa M. V. D. Pinho e
author_facet Melo, Teresa M. V. D. Pinho e
Soares, Maria I. L.
Gonsalves, António M. d'A. Rocha
McNab, Hamish
author_role author
author2 Soares, Maria I. L.
Gonsalves, António M. d'A. Rocha
McNab, Hamish
author2_role author
author
author
dc.contributor.author.fl_str_mv Melo, Teresa M. V. D. Pinho e
Soares, Maria I. L.
Gonsalves, António M. d'A. Rocha
McNab, Hamish
dc.subject.por.fl_str_mv 1-Azafulvenium methides
N- and C-Vinylpyrroles
1,3-Dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate
1-Aza-benzo[f]azulene-3-carboxylate
topic 1-Azafulvenium methides
N- and C-Vinylpyrroles
1,3-Dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate
1-Aza-benzo[f]azulene-3-carboxylate
description Extrusion of sulfur dioxide from pyrrolo[1,2-c]thiazole-2,2-dioxides led to the synthesis of functionalised pyrroles via the generation of 1-azafulvenium methides. Sealed tube reaction conditions allowed the synthesis of N- and C-vinylpyrroles whereas from FVP methyl 1,3-dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate and 4-oxo-1,4-dihydro-1-aza-benzo[f]azulene-3-carboxylates were obtained. These last compounds could also be obtained from the FVP of the N- and C-vinylpyrroles.
publishDate 2004
dc.date.none.fl_str_mv 2004
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/10316/5135
http://hdl.handle.net/10316/5135
https://doi.org/10.1016/j.tetlet.2004.03.111
url http://hdl.handle.net/10316/5135
https://doi.org/10.1016/j.tetlet.2004.03.111
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Tetrahedron Letters. 45:20 (2004) 3889-3893
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
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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