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https://hdl.handle.net/1822/51950
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Campo DC | Valor | Idioma |
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dc.contributor.author | Marinho, Elina Margarida Ribeiro | por |
dc.contributor.author | Proença, M. Fernanda R. P. | por |
dc.date.accessioned | 2018-03-09T14:09:44Z | - |
dc.date.issued | 2016 | - |
dc.identifier.issn | 0040-4020 | por |
dc.identifier.uri | https://hdl.handle.net/1822/51950 | - |
dc.description.abstract | 2-(2-Aminophenyl)quinazoline-4-amines were selectively acylated at the phenylamino group by anhydrides, isocyanates or acyl chlorides, at room temperature. A similar selectivity was obtained in the reaction with ethoxymethylene derivatives and orthoesters. Acylation of the exocyclic imino substituent in the quinazolino-quinazoline tetracyclic structure also occurred under mild conditions with acetic anhydride and isocyanates. Hydrolysis to release the aniline substituent was performed with concd HCl (1 equiv at 60 °C) and with 3 M NaOH (3 equiv, rt), leading to the formylated derivative or cleaving the acyl group in the heterocyclic amine. | por |
dc.description.sponsorship | We gratefully acknowledge the financial support by the University of Minho and FCT through the Portuguese NMR network (RNRMN), the Project F-COMP-01-00124-FEDER-022716 (ref. FCT PEst-C/QUI/UI0686/2011) FEDER- COMPETE, and a PhD grant awarded to E.M. (SFRH/BD/73659/2010). | por |
dc.language.iso | eng | por |
dc.publisher | Elsevier 1 | por |
dc.relation | PEst-C/QUI/UI0686/2011 | por |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F73659%2F2010/PT | por |
dc.rights | restrictedAccess | por |
dc.subject | Acyl chlorides | por |
dc.subject | Isocyanates | por |
dc.subject | Anhydrides | por |
dc.subject | Acylation | por |
dc.subject | 4-aminoquinazolines | por |
dc.title | Reactivity and regioselectivity in the acylation of 2,4-diaminoquinazolines | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
dc.relation.publisherversion | https://www.sciencedirect.com/science/article/pii/S0040402016305075 | por |
oaire.citationStartPage | 4383 | por |
oaire.citationEndPage | 4389 | por |
oaire.citationIssue | 29 | por |
oaire.citationVolume | 72 | por |
dc.identifier.doi | 10.1016/j.tet.2016.06.003 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.description.publicationversion | info:eu-repo/semantics/publishedVersion | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | Tetrahedron | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
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Ficheiro | Descrição | Tamanho | Formato | |
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1-s2.0-S0040402016305075-main.pdf Acesso restrito! | 635,15 kB | Adobe PDF | Ver/Abrir |