Publication
New syntheses of novel arylxanthones
| dc.contributor.author | Rocha, Dejnisa | |
| dc.contributor.author | Esteves, Cátia | |
| dc.contributor.author | Pinto, Diana | |
| dc.contributor.author | Santos, Clementina M.M. | |
| dc.contributor.author | Brito, Cristela | |
| dc.contributor.author | Silva, Artur | |
| dc.contributor.author | Cavaleiro, José | |
| dc.date.accessioned | 2013-03-13T16:19:33Z | |
| dc.date.available | 2013-03-13T16:19:33Z | |
| dc.date.issued | 2012 | |
| dc.description.abstract | Xanthones represent an outstanding class of oxyg~1_1ated heterocycles widespread in nature, commonly distributed in several higher plant families, such as Gentianaceae, Guttiferae and Polygalaceae and in a few families of fungi and lichens [1]. Both natural and synthetic derivatives often endowed with interesting pharmacological properties (e.g. anti-inflammatory, antitumour and antioxidant activities [1,2]. Naturally-occurring xanthones present different types .of substituents (e.g. hydroxyl, methoxyl and prenyl groups, among others) in different positions of their scaffold leading to a large variety of analogues [2]. The presence of an aryl ring attached to the xanthone core has only been reported in some synthetic derivatives [3 ,4]. We have dedicated our previous work to the development of novel methodologies for the synthesis of xanthones bearing a 2,3-diaryl substitution pattern [4]. Herein, we report the latest advances in the synthesis of novel 5-arylbenzo[ c ]xanthones 2 and 1- aryl-9H-xanthen-9-ones 4 [5]. 5-Arylbenzo[c]xanthones 2 are obtained by the Heck reaction of 3-bromoflavones 1 with styrene derivatives, leading to (E)-3-styrylflavones, followed by an one-pot photoinduced electrocyclisation and in situ oxidation of cycloadducts. The condensation of 2-methylchromone 3 with cinammaldehydes leaded to (E,E)-2-(4-arylbuta-1,3-dien-1-yl)-4H-chromen-4-ones, which after an one-pot electrocyclization and in situ oxidation of cycloadducts gave the desired 1-aryl-9Hxanthen- 9-ones 4. | por |
| dc.identifier.citation | Rocha, Dejnisa, Esteves, Cátia; Pinto, Diana; Santos, Clementina M. M.; Brito, Cristela; Silva, Artur; Cavaleiro, José (2012). New syntheses of novel arylxanthones. In XXVth European Colloquim on Heterocyclic Chemistry. Reading | por |
| dc.identifier.uri | http://hdl.handle.net/10198/8256 | |
| dc.language.iso | eng | por |
| dc.peerreviewed | yes | por |
| dc.title | New syntheses of novel arylxanthones | por |
| dc.type | conference object | |
| dspace.entity.type | Publication | |
| oaire.citation.conferencePlace | Reading, Inglaterra | por |
| oaire.citation.title | XXVth European Colloquim on Heterocyclic Chemistry | por |
| 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 | |
| rcaap.rights | openAccess | por |
| rcaap.type | conferenceObject | por |
| relation.isAuthorOfPublication | 64f662b6-775d-4ea0-bfd7-f527af0ac1a0 | |
| relation.isAuthorOfPublication.latestForDiscovery | 64f662b6-775d-4ea0-bfd7-f527af0ac1a0 |