Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles

Detalhes bibliográficos
Autor(a) principal: Melo, Teresa M. V. D. Pinho e
Data de Publicação: 2007
Outros Autores: Nunes, Cláudio M., Soares, Maria I. L., Paixão, José A., Beja, Ana Matos, Silva, Manuela Ramos
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/10634
https://doi.org/10.1021/jo070265x
Resumo: The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8π + 2π] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.
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spelling Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized PyrazolesThe chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8π + 2π] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.American Chemical Society2007-06-08info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/10634http://hdl.handle.net/10316/10634https://doi.org/10.1021/jo070265xengThe Journal of Organic Chemistry. 72:12 (2007) 4406-44150022-3263Melo, Teresa M. V. D. Pinho eNunes, Cláudio M.Soares, Maria I. L.Paixão, José A.Beja, Ana MatosSilva, Manuela Ramosinfo: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:RCAAP2020-05-29T10:04:34Zoai:estudogeral.uc.pt:10316/10634Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:33.592604Repositório 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 Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
title Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
spellingShingle Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
Melo, Teresa M. V. D. Pinho e
title_short Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
title_full Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
title_fullStr Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
title_full_unstemmed Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
title_sort Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
author Melo, Teresa M. V. D. Pinho e
author_facet Melo, Teresa M. V. D. Pinho e
Nunes, Cláudio M.
Soares, Maria I. L.
Paixão, José A.
Beja, Ana Matos
Silva, Manuela Ramos
author_role author
author2 Nunes, Cláudio M.
Soares, Maria I. L.
Paixão, José A.
Beja, Ana Matos
Silva, Manuela Ramos
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Melo, Teresa M. V. D. Pinho e
Nunes, Cláudio M.
Soares, Maria I. L.
Paixão, José A.
Beja, Ana Matos
Silva, Manuela Ramos
description The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H-pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8π + 2π] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Methyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl-1H-pyrazoles.
publishDate 2007
dc.date.none.fl_str_mv 2007-06-08
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/10316/10634
http://hdl.handle.net/10316/10634
https://doi.org/10.1021/jo070265x
url http://hdl.handle.net/10316/10634
https://doi.org/10.1021/jo070265x
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv The Journal of Organic Chemistry. 72:12 (2007) 4406-4415
0022-3263
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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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