A Golden Synthetic Approach to 2-(1 H -Pyrrol-1-yl)anilines and Pyrrolo[1,2-a ]quinoxalines through a Gold Carbene Intermediate

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dc.contributor.authorTasdemir, Volkan
dc.contributor.authorGenc, Hasan
dc.contributor.authorMenges, Nurettin
dc.date.accessioned2024-02-23T14:16:50Z
dc.date.available2024-02-23T14:16:50Z
dc.date.issued2023
dc.departmentNEÜen_US
dc.description.abstractThe pyrrolo[1,2-a]quinoxaline skeleton has significant potential for many biological and optical applications. Hence, in this study, unconjugated ynone derivatives were treated with 1,2-diaminoarenes in a gold-catalyzed cyclization to give 2-(1H-pyrrol-1-yl)anilines, which are valuable starting materials, and pyrrolo[1,2-a]quinoxalines by a one-pot and single-step approach. A reaction mechanism for the formation of the pyrrolo[1,2-a]quinoxaline skeleton featuring a key gold carbene intermediate is proposed. On the other hand, the methyl group on the C-2 position of the 2-(1H-pyrrol-1-yl)anilines was oxidized by SeO2 to give the pyrrolo[1,2-a]quinoxaline skeleton, resulting in 14 different pyrrolo[1,2-a]quinoxaline derivatives.en_US
dc.description.sponsorshipTurkiye Academy of Sciences Outstanding Young Scientist Award program (TUEBA-GEBP); The Scientific and Technological Research Council of Turkiye [TUBITAK-121Z727]en_US
dc.description.sponsorshipN.M. thanks the Turkiye Academy of Sciences Outstanding Young Scientist Award program (TUEBA-GEBP) and The Scientific and Technological Research Council of Turkiye (TUBITAK-121Z727) for grants.en_US
dc.identifier.doi10.1055/a-2159-9400
dc.identifier.issn0936-5214
dc.identifier.issn1437-2096
dc.identifier.scopus2-s2.0-85170850119en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1055/a-2159-9400
dc.identifier.urihttps://hdl.handle.net/20.500.12452/12829
dc.identifier.wosWOS:001095242300003en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherGeorg Thieme Verlag Kgen_US
dc.relation.ispartofSynletten_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPyrroloquinoxalinesen_US
dc.subjectDiaminoarenesen_US
dc.subjectPyrrolylanilinesen_US
dc.subjectGold Catalysisen_US
dc.subjectCyclizationen_US
dc.subjectOxidationen_US
dc.titleA Golden Synthetic Approach to 2-(1 H -Pyrrol-1-yl)anilines and Pyrrolo[1,2-a ]quinoxalines through a Gold Carbene Intermediateen_US
dc.typeArticleen_US

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