A new approach to the total synthesis of (±)-nordasycarpidone by ring-closure with tetrachloro-1,4-benzoquinone

dc.authorscopusid6507868758
dc.contributor.authorUludağ, Nesimi
dc.date.accessioned2022-05-11T14:03:23Z
dc.date.available2022-05-11T14:03:23Z
dc.date.issued2020
dc.departmentFakülteler, Fen Edebiyat Fakültesi, Kimya Bölümü
dc.description.abstractnew synthetic route for the (±)-nordasycarpidone was achieved in five steps with an overall yield of 41 %. This route involves ring closure and formation of 5 which has a methanoazocino[4,3-b]indole skeleton in the key step. The reaction also involved a cyclization reaction of tetrahydrocarbazole with a monoalkyl nitrile side chain at the C-2 position, and this reaction was mediated by tetrachloro-1,4-benzoquinone (TCB). The central step in the synthesis was the closure of the D-ring of the intra-molecu-lar structure and the addition of amine, which resulted in an aza-tetracyclic substructure that contained the ABCD-ring of the strychnos alkaloid family. © 2020, Macedonian Journal of Chemistry and Chemical Engineering.
dc.description.sponsorshipThe author wish thanks must go to Prof. Dr. Tuncer Hokelek for continuous support in the preparations and writing of this work. The author is also grateful to Namik Kemal University for the analysis of the synthesized compounds.
dc.identifier.doi10.20450/mjcce.2020.1736
dc.identifier.endpage16
dc.identifier.issn1857-5552
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-85086520093
dc.identifier.scopusqualityQ4
dc.identifier.startpage11
dc.identifier.urihttps://doi.org/10.20450/mjcce.2020.1736
dc.identifier.urihttps://hdl.handle.net/20.500.11776/4685
dc.identifier.volume39
dc.identifier.wosWOS:000537942300003
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorUludağ, Nesimi
dc.language.isoen
dc.publisherMacedonian Journal of Chemistry and Chemical Engineering
dc.relation.ispartofMacedonian Journal of Chemistry and Chemical Engineering
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subject1,5-methanoazacino[4,3-b]indole
dc.subjectDasycarpidone
dc.subjectNordasycarpidone
dc.subjectUleine
dc.titleA new approach to the total synthesis of (±)-nordasycarpidone by ring-closure with tetrachloro-1,4-benzoquinone
dc.typeArticle

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