Reaction of heterocyclic enamines with nitrile oxide and nitrilimine precursors

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dc.authorid0000-0002-8658-3897en_US
dc.authorid0000-0002-0873-694Xen_US
dc.authorid0000-0003-4740-1138
dc.contributor.authorAltuğ, Cevher
dc.contributor.authorDürüst, Yaşar
dc.contributor.authorElliott, Mark C.
dc.contributor.authorKariuki, Benson M.
dc.contributor.authorRorstad, Tillique
dc.contributor.authorZaal, Mark
dc.date.accessioned2021-06-23T19:27:26Z
dc.date.available2021-06-23T19:27:26Z
dc.date.issued2010
dc.departmentBAİBÜ, Fen Edebiyat Fakültesi, Kimya Bölümüen_US
dc.description.abstractAlkylidenepyrrolidines 1, 21, 24 and 26 undergo reactions with nitrile oxides and nitrilimines or their precursors to give a range of novel heterocyclic compounds. With alkylidenepyrrolidine ester 1, nitrolic acids give products in which the liberated nitrous acid reacts with the alkylidenepyrrolidine, followed by two cycloadditions to give adducts 3. In contrast, hydroximoyl chlorides give isoxazoles 10, presumably by cycloaddition/elimination. With hydrazonyl chlorides, simple acylation of the alkylidenepyrrolidine occurs to give compounds 17. With sulfonyl alkylidenepyrrolidines 24 and 26, cycloaddition onto the imine tautomer is the preferred pathway, with a stereoselective reaction taking place in the latter case.en_US
dc.identifier.doi10.1039/c0ob00286k
dc.identifier.endpage4986en_US
dc.identifier.issn1477-0520
dc.identifier.issn1477-0539
dc.identifier.issue21en_US
dc.identifier.pmid20820661en_US
dc.identifier.scopus2-s2.0-77957910113en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage4978en_US
dc.identifier.urihttps://doi.org/10.1039/c0ob00286k
dc.identifier.urihttps://hdl.handle.net/20.500.12491/6816
dc.identifier.volume8en_US
dc.identifier.wosWOS:000282872600030en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.institutionauthorAltuğ, Cevher
dc.institutionauthorDürüst, Yaşar
dc.language.isoenen_US
dc.publisherRoyal Soc Chemistryen_US
dc.relation.ispartofOrganic & Biomolecular Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectHeterocyclic Enaminesen_US
dc.titleReaction of heterocyclic enamines with nitrile oxide and nitrilimine precursorsen_US
dc.typeArticleen_US

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