Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces

Detalhes bibliográficos
Autor(a) principal: Albuquerque, Hélio
Data de Publicação: 2014
Outros Autores: Santos, Clementina M.M., Cavaleiro, José, Silva, Artur
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/11671
Resumo: Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The alpha,beta-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the beta-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5- and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21st century in more than 400 publications.
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spelling Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylcesChalconesCycloaddition reactionsMichael additionNitrogen heterocyclic compoundsReactivitySynthetic methodsChalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The alpha,beta-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the beta-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5- and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21st century in more than 400 publications.PEst-C/QUI/UI0062/2013 FCOMP-01-0124-FEDER-037296Bentham ScienceBiblioteca Digital do IPBAlbuquerque, HélioSantos, Clementina M.M.Cavaleiro, JoséSilva, Artur2015-02-23T15:29:12Z20142014-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/11671engAlbuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José A.S.; Silva, Artur M.S. (2014). Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces. Current Organic Chemistry. ISSN 1385-2728. 18:21, p. 2750-27751385-272810.2174/1385272819666141013224253info: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:RCAAP2023-11-21T10:27:28Zoai:bibliotecadigital.ipb.pt:10198/11671Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:02:10.339863Repositório 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 Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
title Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
spellingShingle Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
Albuquerque, Hélio
Chalcones
Cycloaddition reactions
Michael addition
Nitrogen heterocyclic compounds
Reactivity
Synthetic methods
title_short Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
title_full Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
title_fullStr Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
title_full_unstemmed Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
title_sort Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces
author Albuquerque, Hélio
author_facet Albuquerque, Hélio
Santos, Clementina M.M.
Cavaleiro, José
Silva, Artur
author_role author
author2 Santos, Clementina M.M.
Cavaleiro, José
Silva, Artur
author2_role author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Albuquerque, Hélio
Santos, Clementina M.M.
Cavaleiro, José
Silva, Artur
dc.subject.por.fl_str_mv Chalcones
Cycloaddition reactions
Michael addition
Nitrogen heterocyclic compounds
Reactivity
Synthetic methods
topic Chalcones
Cycloaddition reactions
Michael addition
Nitrogen heterocyclic compounds
Reactivity
Synthetic methods
description Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The alpha,beta-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the beta-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5- and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21st century in more than 400 publications.
publishDate 2014
dc.date.none.fl_str_mv 2014
2014-01-01T00:00:00Z
2015-02-23T15:29:12Z
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/10198/11671
url http://hdl.handle.net/10198/11671
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Albuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José A.S.; Silva, Artur M.S. (2014). Chalcones as versatile synthons for the synthesis of 5- and 6-membered nitrogen heterocylces. Current Organic Chemistry. ISSN 1385-2728. 18:21, p. 2750-2775
1385-2728
10.2174/1385272819666141013224253
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 Bentham Science
publisher.none.fl_str_mv Bentham Science
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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