Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants

Bibliographic Details
Main Author: Santos, Clementina M.M.
Publication Date: 2006
Other Authors: Silva, Artur, Cavaleiro, José, Patonay, Támas, Lévai, Albert
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10198/3923
Summary: The epoxidation of 2-styrylchromones 2a-h using Jacobsen’s Mn(III)[salen] complex 1 as catalyst is reported for the first time. Several studies were performed using both hydrogen peroxide and iodosylbenzene as oxidants, in order to obtain the α,β-epoxy-2-styrylchromones 3a-h regioselectively. Due to the low reactivity of the substrates and the highly unstable character of the formed epoxides, reactions should be interrupted at lower conversions to obtain acceptable yields, especially when hydrogen peroxide is used.
id RCAP_2fc5ac42c1b7f8a369e9fa6ceb1acda6
oai_identifier_str oai:bibliotecadigital.ipb.pt:10198/3923
network_acronym_str RCAP
network_name_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository_id_str https://opendoar.ac.uk/repository/7160
spelling Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants2-StyrylchromonesJacobsen catalystEpoxidationIodosylbenzeneHydrogen peroxideThe epoxidation of 2-styrylchromones 2a-h using Jacobsen’s Mn(III)[salen] complex 1 as catalyst is reported for the first time. Several studies were performed using both hydrogen peroxide and iodosylbenzene as oxidants, in order to obtain the α,β-epoxy-2-styrylchromones 3a-h regioselectively. Due to the low reactivity of the substrates and the highly unstable character of the formed epoxides, reactions should be interrupted at lower conversions to obtain acceptable yields, especially when hydrogen peroxide is used.WileyBiblioteca Digital do IPBSantos, Clementina M.M.Silva, ArturCavaleiro, JoséPatonay, TámasLévai, Albert2011-04-04T13:53:56Z20062006-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/3923engSantos, Clementina; Silva, Artur; Cavaleiro, José; Patonay, Támas; Lévai, Albert (2006). Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants. Journal of Heterocyclic Chemistry. ISSN 0022-152X. 43:5, p. 1319-132610.1002/jhet.5570430526info: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:RCAAP2025-02-25T11:56:18Zoai:bibliotecadigital.ipb.pt:10198/3923Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T11:18:19.741912Repositórios 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 Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
title Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
spellingShingle Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
Santos, Clementina M.M.
2-Styrylchromones
Jacobsen catalyst
Epoxidation
Iodosylbenzene
Hydrogen peroxide
title_short Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
title_full Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
title_fullStr Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
title_full_unstemmed Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
title_sort Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants
author Santos, Clementina M.M.
author_facet Santos, Clementina M.M.
Silva, Artur
Cavaleiro, José
Patonay, Támas
Lévai, Albert
author_role author
author2 Silva, Artur
Cavaleiro, José
Patonay, Támas
Lévai, Albert
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Santos, Clementina M.M.
Silva, Artur
Cavaleiro, José
Patonay, Támas
Lévai, Albert
dc.subject.por.fl_str_mv 2-Styrylchromones
Jacobsen catalyst
Epoxidation
Iodosylbenzene
Hydrogen peroxide
topic 2-Styrylchromones
Jacobsen catalyst
Epoxidation
Iodosylbenzene
Hydrogen peroxide
description The epoxidation of 2-styrylchromones 2a-h using Jacobsen’s Mn(III)[salen] complex 1 as catalyst is reported for the first time. Several studies were performed using both hydrogen peroxide and iodosylbenzene as oxidants, in order to obtain the α,β-epoxy-2-styrylchromones 3a-h regioselectively. Due to the low reactivity of the substrates and the highly unstable character of the formed epoxides, reactions should be interrupted at lower conversions to obtain acceptable yields, especially when hydrogen peroxide is used.
publishDate 2006
dc.date.none.fl_str_mv 2006
2006-01-01T00:00:00Z
2011-04-04T13:53:56Z
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/10198/3923
url http://hdl.handle.net/10198/3923
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Santos, Clementina; Silva, Artur; Cavaleiro, José; Patonay, Támas; Lévai, Albert (2006). Epoxidation studies of 2-styrylchromones using Jacobsen’s catalyst and hydrogen peroxide and iodosylbenzene as oxidants. Journal of Heterocyclic Chemistry. ISSN 0022-152X. 43:5, p. 1319-1326
10.1002/jhet.5570430526
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 Wiley
publisher.none.fl_str_mv Wiley
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
_version_ 1833591778441166848