Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones

Bibliographic Details
Main Author: Albuquerque, Hélio
Publication Date: 2017
Other Authors: Santos, Clementina M.M., Cavaleiro, José, Silva, Artur
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10198/22488
Summary: Following previous reports dealing with the reactivity of chromone derivatives in Diels-Alder reactions, series of novel (E)-2-[2-(prop-2-yn-1-yloxy)styryl]chromones and of 2-{(1E,3E)-4-[2- (prop-2-yn-1-yloxy)phenyl]buta-1,3-dien-1-yl}chromones were designed and synthesized through aldol condensation of 2-methylchromones with 2-propargyloxy(benzaldehyde and cinnamaldehyde), respectively. Both chromone derivatives were used as substrates in microwave-assisted intramolecular Diels-Alder reactions, affording chromeno[3,4-b]xanthones and (benzo[c]chromenyl)chromones. This is the first report involving chromone derivatives in intramolecular Diels-Alder reactions for the synthesis of new oxygen heterocycles, namely xanthones and flavones [1-2].
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spelling Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromonesPropargyloxychromonesIntramolecular Diels-AlderFlavonesXanthonesMW - assisted organic transformationsFollowing previous reports dealing with the reactivity of chromone derivatives in Diels-Alder reactions, series of novel (E)-2-[2-(prop-2-yn-1-yloxy)styryl]chromones and of 2-{(1E,3E)-4-[2- (prop-2-yn-1-yloxy)phenyl]buta-1,3-dien-1-yl}chromones were designed and synthesized through aldol condensation of 2-methylchromones with 2-propargyloxy(benzaldehyde and cinnamaldehyde), respectively. Both chromone derivatives were used as substrates in microwave-assisted intramolecular Diels-Alder reactions, affording chromeno[3,4-b]xanthones and (benzo[c]chromenyl)chromones. This is the first report involving chromone derivatives in intramolecular Diels-Alder reactions for the synthesis of new oxygen heterocycles, namely xanthones and flavones [1-2].Biblioteca Digital do IPBAlbuquerque, HélioSantos, Clementina M.M.Cavaleiro, JoséSilva, Artur2020-07-20T10:18:06Z20172017-01-01T00:00:00Zconference objectinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10198/22488engAlbuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José; Silva, Artur (2017). Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones. In TRAMECH IX - Transmediterranean Colloquium on Heterocyclic Chemistry. Fez, Marrocosinfo: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:RCAAP2025-02-25T12:12:51Zoai:bibliotecadigital.ipb.pt:10198/22488Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T11:39:50.365402Repositórios 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 Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
title Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
spellingShingle Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
Albuquerque, Hélio
Propargyloxychromones
Intramolecular Diels-Alder
Flavones
Xanthones
MW - assisted organic transformations
title_short Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
title_full Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
title_fullStr Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
title_full_unstemmed Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
title_sort Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones
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 Propargyloxychromones
Intramolecular Diels-Alder
Flavones
Xanthones
MW - assisted organic transformations
topic Propargyloxychromones
Intramolecular Diels-Alder
Flavones
Xanthones
MW - assisted organic transformations
description Following previous reports dealing with the reactivity of chromone derivatives in Diels-Alder reactions, series of novel (E)-2-[2-(prop-2-yn-1-yloxy)styryl]chromones and of 2-{(1E,3E)-4-[2- (prop-2-yn-1-yloxy)phenyl]buta-1,3-dien-1-yl}chromones were designed and synthesized through aldol condensation of 2-methylchromones with 2-propargyloxy(benzaldehyde and cinnamaldehyde), respectively. Both chromone derivatives were used as substrates in microwave-assisted intramolecular Diels-Alder reactions, affording chromeno[3,4-b]xanthones and (benzo[c]chromenyl)chromones. This is the first report involving chromone derivatives in intramolecular Diels-Alder reactions for the synthesis of new oxygen heterocycles, namely xanthones and flavones [1-2].
publishDate 2017
dc.date.none.fl_str_mv 2017
2017-01-01T00:00:00Z
2020-07-20T10:18:06Z
dc.type.driver.fl_str_mv conference object
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10198/22488
url http://hdl.handle.net/10198/22488
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Albuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José; Silva, Artur (2017). Microwave-assisted synthesis of chromeno[3,4-b]xanthones and (benzo[c]cromenyl)chromones. In TRAMECH IX - Transmediterranean Colloquium on Heterocyclic Chemistry. Fez, Marrocos
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.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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