Synthesis and reactivity of a 1,4-dihydropyrazine derivative

Detalhes bibliográficos
Autor(a) principal: Rodrigues, Anabela
Data de Publicação: 2004
Outros Autores: Ferreira, Paula M. T., Monteiro, Luís S.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/72925
Resumo: N,N-Bis-(tert-butoxycarbonyl)-2,5-bis-methoxycarbonyl-1,4-dihydropyrazine can be obtained in high yield by treatment of the methyl ester of N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-alpha,beta-didehydroalanine with dimethylaminopyridine and potassium carbonate. This compound was used as substrate in Michael addition reactions with several types of nucleophiles. The electrochemical behaviour of this pyrazine derivative was also studied by cyclic voltammetry and by controlled potential electrolysis.
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spelling Synthesis and reactivity of a 1,4-dihydropyrazine derivativeDehydroalanines1,4-dihydropyrazinePyrazineMichael addditionElectrolysisScience & TechnologyN,N-Bis-(tert-butoxycarbonyl)-2,5-bis-methoxycarbonyl-1,4-dihydropyrazine can be obtained in high yield by treatment of the methyl ester of N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-alpha,beta-didehydroalanine with dimethylaminopyridine and potassium carbonate. This compound was used as substrate in Michael addition reactions with several types of nucleophiles. The electrochemical behaviour of this pyrazine derivative was also studied by cyclic voltammetry and by controlled potential electrolysis.We wish to thank the Fundação para a Ciência e a Tecnologia for financial support (project no. POCTI/1999/QUI/32689).ElsevierUniversidade do MinhoRodrigues, AnabelaFerreira, Paula M. T.Monteiro, Luís S.2004-09-132004-09-13T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/72925eng0040-402010.1016/j.tet.2004.06.127https://www.sciencedirect.com/science/article/pii/S0040402004010464info: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:RCAAP2023-07-21T12:16:48ZPortal AgregadorONG
dc.title.none.fl_str_mv Synthesis and reactivity of a 1,4-dihydropyrazine derivative
title Synthesis and reactivity of a 1,4-dihydropyrazine derivative
spellingShingle Synthesis and reactivity of a 1,4-dihydropyrazine derivative
Rodrigues, Anabela
Dehydroalanines
1,4-dihydropyrazine
Pyrazine
Michael adddition
Electrolysis
Science & Technology
title_short Synthesis and reactivity of a 1,4-dihydropyrazine derivative
title_full Synthesis and reactivity of a 1,4-dihydropyrazine derivative
title_fullStr Synthesis and reactivity of a 1,4-dihydropyrazine derivative
title_full_unstemmed Synthesis and reactivity of a 1,4-dihydropyrazine derivative
title_sort Synthesis and reactivity of a 1,4-dihydropyrazine derivative
author Rodrigues, Anabela
author_facet Rodrigues, Anabela
Ferreira, Paula M. T.
Monteiro, Luís S.
author_role author
author2 Ferreira, Paula M. T.
Monteiro, Luís S.
author2_role author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Rodrigues, Anabela
Ferreira, Paula M. T.
Monteiro, Luís S.
dc.subject.por.fl_str_mv Dehydroalanines
1,4-dihydropyrazine
Pyrazine
Michael adddition
Electrolysis
Science & Technology
topic Dehydroalanines
1,4-dihydropyrazine
Pyrazine
Michael adddition
Electrolysis
Science & Technology
description N,N-Bis-(tert-butoxycarbonyl)-2,5-bis-methoxycarbonyl-1,4-dihydropyrazine can be obtained in high yield by treatment of the methyl ester of N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-alpha,beta-didehydroalanine with dimethylaminopyridine and potassium carbonate. This compound was used as substrate in Michael addition reactions with several types of nucleophiles. The electrochemical behaviour of this pyrazine derivative was also studied by cyclic voltammetry and by controlled potential electrolysis.
publishDate 2004
dc.date.none.fl_str_mv 2004-09-13
2004-09-13T00:00:00Z
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/1822/72925
url http://hdl.handle.net/1822/72925
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0040-4020
10.1016/j.tet.2004.06.127
https://www.sciencedirect.com/science/article/pii/S0040402004010464
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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
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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)
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repository.mail.fl_str_mv
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