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Synthesis of Benzo[a]naphtho[2,3-c]xanthones from 2-styrylchromones

dc.contributor.authorTomé, Sara
dc.contributor.authorPatoilo, Diana
dc.contributor.authorSantos, Clementina M.M.
dc.contributor.authorSilva, Artur
dc.date.accessioned2013-03-12T10:40:37Z
dc.date.available2013-03-12T10:40:37Z
dc.date.issued2012
dc.description.abstract2-Styrylchromones, a small group of natural occurring chromones vinylogues of flavones (2-phenylchromones) have been ex tensively studied (both by synthesis and transformations)111 due to their known important biological activities. 121 Following our interest in 2-styrylchromones and exploiting its reactivity as synthons in the preparation of other type of compounds, we studied their reactivity as dienophile in the Diels-Alder reaction with ortho-benzoquinodimethanesY1 Another field of interest of our research group is the chemistry of xanthones. 141 This class of oxygen-containing heterocyclic compounds is also associated with a broad spectrum of pharmacological propertiesY1 The interesting biological profile of benzoxanthones 161 is an example that the tricyclic core of xanthones may represent a promising key in medicinal chemistry. In this communication we present a route towards the synthesis of benzo[a]naphtho[2,3-c]xanthones from 2-styrylchromones. Here we discuss the experimental procedures and reaction mechanisms of the Diels-Alder transformation of 2-styrylchromone 1 into the oxidized cycloadduct 3 and its subsequent photoinduced electrocyclization and oxidation that gave access to the desired benzo[a] naphtho[2,3- c]xanthone 4.por
dc.identifier.citationTomé, Sara; Patoilo, Diana; Santos, Clementina M. M.; Silva, Artur (2012). Synthesis of Benzo[a]naphtho[2,3-c]xanthones from 2-styrylchromones. In 3º Encontro Nacional de Química Terapêutica. Aveiropor
dc.identifier.urihttp://hdl.handle.net/10198/8241
dc.language.isoengpor
dc.peerreviewedyespor
dc.titleSynthesis of Benzo[a]naphtho[2,3-c]xanthones from 2-styrylchromonespor
dc.typeconference object
dspace.entity.typePublication
oaire.citation.conferencePlaceAveiro, Portugalpor
oaire.citation.title3º Encontro Nacional de Química Terapêuticapor
person.familyNameSantos
person.givenNameClementina M.M.
person.identifier.ciencia-id9018-DB9C-C590
person.identifier.orcid0000-0003-4380-7990
person.identifier.scopus-author-id7201458663
rcaap.rightsopenAccesspor
rcaap.typeconferenceObjectpor
relation.isAuthorOfPublication64f662b6-775d-4ea0-bfd7-f527af0ac1a0
relation.isAuthorOfPublication.latestForDiscovery64f662b6-775d-4ea0-bfd7-f527af0ac1a0

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