Synthesis and reactivity of a 1,4-dihydropyrazine derivative

Bibliographic Details
Main Author: Rodrigues, Anabela
Publication Date: 2004
Other Authors: Ferreira, Paula M. T., Monteiro, Luís S.
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: https://hdl.handle.net/1822/72925
Summary: 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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network_acronym_str RCAP
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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/pdfhttps://hdl.handle.net/1822/72925eng0040-402010.1016/j.tet.2004.06.127https://www.sciencedirect.com/science/article/pii/S0040402004010464info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2025-04-12T04:31:50Zoai:repositorium.sdum.uminho.pt:1822/72925Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T15:20:10.308236Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
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 https://hdl.handle.net/1822/72925
url https://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:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron:RCAAP
instname_str FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron_str RCAAP
institution RCAAP
reponame_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
collection Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository.name.fl_str_mv Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
repository.mail.fl_str_mv info@rcaap.pt
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