Synthesis of Pyrrolizinone and Pyrrolizino[1,2-a]pyrrolizin-5-one Skeletons Starting From Pyrrole through a Single-Step and Catalyst-Free Approach

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dc.contributor.authorAmudi, Karina
dc.contributor.authorKuzu, Burak
dc.contributor.authorKolak, Seda
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.abstract1H-Pyrrole reacted with lactone-type 2,3-furandione derivatives in anhydrous diethyl ether at room temperature to give a series of derivatives of pyrrolizinone (which is among the most important al-kaloid skeletons) in a single step without a catalyst. Pyrrolizinone derivatives with a variety of substituents, such as phenyl, substituted phenyl, thienyl, trifluoromethyl, naphthyl, biphenylyl, ester, or oxalate, were obtained. The reaction of an equimolar amount of pyrrole gave pyrroliz-inones, whereas an excess of pyrrole gave pyrrolizino[1,2-a]pyrrolizin-5-ones containing a skeleton that had not previously been reported. The purified molecules were obtained in yields of up to 91%. One cyclization process was carried out on a gram scale, yielding 0.952 g (71%) of the corresponding product.en_US
dc.description.sponsorshipTurkiye Academy of Sciencesen_US
dc.description.sponsorshipN.M. thanks the Turkiye Academy of Sciences for partial financial support (TUBA-GEBIP 2019).en_US
dc.identifier.doi10.1055/a-2006-4390
dc.identifier.endpage1269en_US
dc.identifier.issn0936-5214
dc.identifier.issn1437-2096
dc.identifier.issue11en_US
dc.identifier.scopus2-s2.0-85146765191en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage1265en_US
dc.identifier.urihttps://doi.org/10.1055/a-2006-4390
dc.identifier.urihttps://hdl.handle.net/20.500.12452/12828
dc.identifier.volume34en_US
dc.identifier.wosWOS:000932409700001en_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.subjectFurandionesen_US
dc.subjectAlkaloidsen_US
dc.subjectMichael Additionen_US
dc.subjectDecarboxylationen_US
dc.subjectPyrrolizinonesen_US
dc.subjectPyrrolizinopyrrolizinonesen_US
dc.titleSynthesis of Pyrrolizinone and Pyrrolizino[1,2-a]pyrrolizin-5-one Skeletons Starting From Pyrrole through a Single-Step and Catalyst-Free Approachen_US
dc.typeArticleen_US

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