Chromones as versatile building blocks in cycloaddition reactions

Albuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José; Silva, Artur

Publication

Chromones as versatile building blocks in cycloaddition reactions

2017Conference object

dc.contributor.author	Albuquerque, Hélio
dc.contributor.author	Santos, Clementina M.M.
dc.contributor.author	Cavaleiro, José
dc.contributor.author	Silva, Artur
dc.date.accessioned	2017-11-09T11:02:17Z
dc.date.available	2017-11-09T11:02:17Z
dc.date.issued	2017
dc.description.abstract	4H-Chromen-4-ones commonly referred as chromones are a class of naturally occurring heterocyclic compounds implicated in a series of biological and pharmacological properties.[1] It is also an interesting scaffold involved in a range of chemical transformations for the preparation of novel and more complex oxygen-containing heterocyclic derivatives.[2] Following our interest in the chemistry of chromones, we design two different building blocks, 2- [(1E,3E)-4-arylbuta-1,3-dien-1-yl]-4H-chromen-4-ones 1 and (E)-2-(4-arylbut-1-en-3-yn-1-yl)-4Hchromen- 4-ones 2, and explore the reactivity of the unsaturated systems in cycloaddition reactions. In the former case, chromones 1 were used as dienes in microwave-assisted Diels–Alder (DA) reactions with various electron-poor and electron-rich dienophiles to provide flavone-type compounds 3.[3] In the latter case, the diene system of chromones 2 was involved in DA reactions with N-methylmaleimide whereas the acetylene moiety react with sodium azide, via 1,3-dipolar cycloaddition reaction, to afford xanthene-1,2,3-triazole dyads 4.[4] In this communication, we will present and discuss the synthetic details and spectroscopic characterization of the main products and some interesting byproducts, as well as the intermediate compounds isolated in each case.	pt_PT
dc.description.sponsorship	Thanks are due to University of Aveiro and FCT/MEC for the financial support of the QOPNA research unit (FCT UID/QUI/00062/2013) through national founds and, where applicable, co-financed by the FEDER, within the PT2020 Partnership Agreement, and to the Portuguese NMR Network, as well as to the Instituto Politécnico de Bragança. H.M.T.A. is grateful to FCT for their PhD grant (SFRH/BD/86277/2012).	pt_PT
dc.description.version	info:eu-repo/semantics/publishedVersion	pt_PT
dc.identifier.citation	Albuquerque, Hélio; Santos, Clementina M.M.; Cavaleiro, José; Silva, Artur (2017). Chromones as versatile building blocks in cycloaddition reactions. In 26th ISHC Congress. Regensburg, Alemanha
dc.identifier.uri	http://hdl.handle.net/10198/14608
dc.language.iso	eng	pt_PT
dc.peerreviewed	yes	pt_PT
dc.rights.uri	http://creativecommons.org/licenses/by-sa/4.0/	pt_PT
dc.title	Chromones as versatile building blocks in cycloaddition reactions	pt_PT
dc.type	conference object
dspace.entity.type	Publication
oaire.awardURI	info:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F00062%2F2013/PT
oaire.awardURI	info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F86277%2F2012/PT
oaire.citation.conferencePlace	Regensburg, Alemanha	pt_PT
oaire.citation.title	26th ISHC Congress	pt_PT
oaire.fundingStream	5876
oaire.fundingStream	SFRH
person.familyName	Santos
person.givenName	Clementina M.M.
person.identifier.ciencia-id	9018-DB9C-C590
person.identifier.orcid	0000-0003-4380-7990
person.identifier.scopus-author-id	7201458663
project.funder.identifier	http://doi.org/10.13039/501100001871
project.funder.identifier	http://doi.org/10.13039/501100001871
project.funder.name	Fundação para a Ciência e a Tecnologia
project.funder.name	Fundação para a Ciência e a Tecnologia
rcaap.rights	openAccess	pt_PT
rcaap.type	conferenceObject	pt_PT
relation.isAuthorOfPublication	64f662b6-775d-4ea0-bfd7-f527af0ac1a0
relation.isAuthorOfPublication.latestForDiscovery	64f662b6-775d-4ea0-bfd7-f527af0ac1a0
relation.isProjectOfPublication	a955d531-2af9-40df-baaf-a064d8a697e9
relation.isProjectOfPublication	b1a3433a-76f8-4132-b2c2-8f3aeeb902e2
relation.isProjectOfPublication.latestForDiscovery	a955d531-2af9-40df-baaf-a064d8a697e9