Publication
Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles
dc.contributor.author | Prata, José V. | |
dc.contributor.author | Clemente, Dina-Telma S. | |
dc.contributor.author | Prabhakar, Sundaresan | |
dc.contributor.author | Lobo, Ana M. | |
dc.contributor.author | Mourato, Isabel | |
dc.contributor.author | Branco, Paula Sério | |
dc.date.accessioned | 2020-06-09T18:15:06Z | |
dc.date.available | 2020-06-09T18:15:06Z | |
dc.date.issued | 2002-01-23 | |
dc.description.abstract | Appropriate aryl-substituted unsymmetrical azodicarbonyl compounds, generated from bishydrazides by oxidation, undergo intramolecular cyclisations to furnish a variety of useful heterocycles such as N-substituted oxindoles, carbostyrils, benzazepinones, benzazocinones, benzimidazolones, benzoxazinones and pyrazolones in varying degrees of efficiency. Methods are described to remove the N-acyl groups from the heteroaromatic compounds. Under mildly acidic conditions where equal opportunities are available for an ipso or a normal cyclisation it is the former process that occurs preferentially. Evidence is presented in favour of a C-to-C migration in the ipso product for the formation of a methoxy-substituted carbostyril derivative. One of the spiro substances is shown to participate in dienone–phenol rearrangement to provide the corresponding quinolone–phenol in high yield. | pt_PT |
dc.description.version | info:eu-repo/semantics/publishedVersion | pt_PT |
dc.identifier.citation | PRATA, José V.; [et al] – Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles. Journal of the Chemical Society, Perkin Transactions 1. ISSN 1470-4358. N.º 4 (2002), pp. 513-528 | pt_PT |
dc.identifier.doi | 10.1039/B110414D | pt_PT |
dc.identifier.issn | 1470-4358 | |
dc.identifier.uri | http://hdl.handle.net/10400.21/11815 | |
dc.language.iso | eng | pt_PT |
dc.peerreviewed | yes | pt_PT |
dc.publisher | Royal Society of Chemistry | pt_PT |
dc.relation.publisherversion | https://pubs.rsc.org/en/content/articlepdf/2002/p1/b110414d | pt_PT |
dc.subject | Intramolecular | pt_PT |
dc.subject | Acyldiazenecarboxylates | pt_PT |
dc.subject | Synthesis | pt_PT |
dc.subject | Heterocycles | pt_PT |
dc.title | Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles | pt_PT |
dc.type | journal article | |
dspace.entity.type | Publication | |
oaire.citation.endPage | 528 | pt_PT |
oaire.citation.issue | 4 | pt_PT |
oaire.citation.startPage | 513 | pt_PT |
oaire.citation.title | Journal of the Chemical Society, Perkin Transactions 1 | pt_PT |
person.familyName | Prata | |
person.familyName | Lobo | |
person.familyName | Branco | |
person.givenName | José Virgílio | |
person.givenName | Ana | |
person.givenName | Paula | |
person.identifier | 191765 | |
person.identifier.ciencia-id | C11A-9130-8981 | |
person.identifier.ciencia-id | 3D12-0B91-9DD0 | |
person.identifier.orcid | 0000-0002-9068-2847 | |
person.identifier.orcid | 0000-0002-7677-8316 | |
person.identifier.orcid | 0000-0002-7312-8596 | |
person.identifier.rid | B-7214-2008 | |
person.identifier.rid | C-9603-2013 | |
person.identifier.rid | I-6567-2012 | |
person.identifier.scopus-author-id | 9276778400 | |
person.identifier.scopus-author-id | 7102068595 | |
person.identifier.scopus-author-id | 7005118613 | |
rcaap.rights | closedAccess | pt_PT |
rcaap.type | article | pt_PT |
relation.isAuthorOfPublication | 15e229f3-a619-4931-87eb-799091dc1601 | |
relation.isAuthorOfPublication | 9b3bdcea-2025-4a1d-9d99-7b1aa16fb2ee | |
relation.isAuthorOfPublication | 4061a146-1828-4f5e-9e90-04c9698b987b | |
relation.isAuthorOfPublication.latestForDiscovery | 9b3bdcea-2025-4a1d-9d99-7b1aa16fb2ee |
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