Synthesis of Normorphans through an Efficient Intramolecular Carbamoylation of Ketones

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dc.contributor.authorDiaba, Faïza
dc.contributor.authorMontiel Achong, Juan Andrés
dc.contributor.authorSerban, Georgeta
dc.contributor.authorBonjoch i Sesé, Josep
dc.date.accessioned2019-02-18T10:49:20Z
dc.date.available2019-02-18T10:49:20Z
dc.date.issued2015-01-21
dc.date.updated2019-02-18T10:49:20Z
dc.description.abstractAn unexpected C-C bond cleavage was observed in trichloroacetamide-tethered ketones under amine treatment and exploited to develop a new synthesis of normophans from 4-amidocyclohexanones. The reaction involves an unprecedented intramolecular haloform-type reaction of trichloroacetamides promoted by enamines (generated in situ from ketones) as counter-reagents. The methodology was applied to the synthesis of compounds embodying the 6-azabicyclo[3.2.1]octane framework.
dc.format.extent4 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec654621
dc.identifier.issn1523-7060
dc.identifier.pmid26197207
dc.identifier.urihttps://hdl.handle.net/2445/128365
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.isformatofVersió postprint del document publicat a: https://doi.org/10.1021/acs.orglett.5b01832
dc.relation.ispartofOrganic Letters, 2015, vol. 2015, num. 17, p. 3860-3863
dc.relation.urihttps://doi.org/10.1021/acs.orglett.5b01832
dc.rights(c) American Chemical Society , 2015
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.sourceArticles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject.classificationCetones
dc.subject.classificationAmines
dc.subject.classificationSíntesi orgànica
dc.subject.classificationReaccions químiques
dc.subject.otherKetones
dc.subject.otherAmines
dc.subject.otherOrganic synthesis
dc.subject.otherChemical reactions
dc.titleSynthesis of Normorphans through an Efficient Intramolecular Carbamoylation of Ketones
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:eu-repo/semantics/acceptedVersion

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