Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles

Detalhes bibliográficos
Autor(a) principal: Clarke, S
Data de Publicação: 1991
Outros Autores: Gilchrist, Thomas L., Lemos, A., Roberts, Tony 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/10400.1/934
Resumo: Three hydrazones of ethyl bromopyruvate, the dinitrophenylhydrazone 2a, the toluene-4-sulphonylhydrazone 2b and the t-butoxycarbonylhydrazone 2c, have been reacted with a series of nucleophilic alkenes and heterocycles in the presence of sodium carbonate. Azoalkenes 3 are presumed as intermediates and adducts have been isolated. The azoalkenes derived from hydrazones 2a and 2c are found to be useful electrophiles and electrophilic dienes.
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spelling Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocyclesCicloadiçãoDiels-AlderHeterocyclesThree hydrazones of ethyl bromopyruvate, the dinitrophenylhydrazone 2a, the toluene-4-sulphonylhydrazone 2b and the t-butoxycarbonylhydrazone 2c, have been reacted with a series of nucleophilic alkenes and heterocycles in the presence of sodium carbonate. Azoalkenes 3 are presumed as intermediates and adducts have been isolated. The azoalkenes derived from hydrazones 2a and 2c are found to be useful electrophiles and electrophilic dienes.SapientiaClarke, SGilchrist, Thomas L.Lemos, A.Roberts, Tony G.2012-03-09T15:20:24Z19912012-02-27T17:41:06Z1991-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.1/934engClarke, S. Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles, Tetrahedron, 47, 29, 5615-5624, 1991.00404020AUT: ALE01411;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:RCAAP2023-07-24T10:11:47Zoai:sapientia.ualg.pt:10400.1/934Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:55:11.561051Repositório 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 Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
title Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
spellingShingle Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
Clarke, S
Cicloadição
Diels-Alder
Heterocycles
title_short Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
title_full Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
title_fullStr Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
title_full_unstemmed Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
title_sort Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles
author Clarke, S
author_facet Clarke, S
Gilchrist, Thomas L.
Lemos, A.
Roberts, Tony G.
author_role author
author2 Gilchrist, Thomas L.
Lemos, A.
Roberts, Tony G.
author2_role author
author
author
dc.contributor.none.fl_str_mv Sapientia
dc.contributor.author.fl_str_mv Clarke, S
Gilchrist, Thomas L.
Lemos, A.
Roberts, Tony G.
dc.subject.por.fl_str_mv Cicloadição
Diels-Alder
Heterocycles
topic Cicloadição
Diels-Alder
Heterocycles
description Three hydrazones of ethyl bromopyruvate, the dinitrophenylhydrazone 2a, the toluene-4-sulphonylhydrazone 2b and the t-butoxycarbonylhydrazone 2c, have been reacted with a series of nucleophilic alkenes and heterocycles in the presence of sodium carbonate. Azoalkenes 3 are presumed as intermediates and adducts have been isolated. The azoalkenes derived from hydrazones 2a and 2c are found to be useful electrophiles and electrophilic dienes.
publishDate 1991
dc.date.none.fl_str_mv 1991
1991-01-01T00:00:00Z
2012-03-09T15:20:24Z
2012-02-27T17:41:06Z
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/10400.1/934
url http://hdl.handle.net/10400.1/934
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Clarke, S. Reactions of azoalkenes derived from hydrazones of ethyl bromopyruvate with electron rich alkenes and heterocycles, Tetrahedron, 47, 29, 5615-5624, 1991.
00404020
AUT: ALE01411;
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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