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dc.contributor.authorJohnston, Craig A.
dc.contributor.authorCordes, David Bradford
dc.contributor.authorLebl, Tomas
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorWestwood, Nicholas James
dc.date.accessioned2021-10-06T14:30:11Z
dc.date.available2021-10-06T14:30:11Z
dc.date.issued2021-10-05
dc.identifier.citationJohnston , C A , Cordes , D B , Lebl , T , Slawin , A M Z & Westwood , N J 2021 , ' Synthesis of indoloquinolines : an intramolecular cyclization leading to advanced Perophoramidine-relevant intermediates ' , Molecules , vol. 26 , no. 19 , 6039 . https://doi.org/10.3390/molecules26196039en
dc.identifier.issn1420-3049
dc.identifier.otherPURE: 276115882
dc.identifier.otherPURE UUID: 83eab380-1ec6-4e2f-a17b-b708b9e4e6d0
dc.identifier.otherORCID: /0000-0003-0630-0138/work/101217720
dc.identifier.otherORCID: /0000-0002-0269-3221/work/101217783
dc.identifier.otherORCID: /0000-0002-9527-6418/work/101217855
dc.identifier.otherORCID: /0000-0002-5366-9168/work/101217886
dc.identifier.otherScopus: 85116526262
dc.identifier.urihttp://hdl.handle.net/10023/24094
dc.descriptionWe thank EPSRC (UK) for a DTA studentship for C.A.J.en
dc.description.abstractThe bioactive natural product perophoramidine has proved a challenging synthetic target. An alternative route to its indolo[2,3-b]quinolone core structure involving an N-chlorosuccinimde mediated intramolecular cylization reaction is reported. Attempts to progress towards the natural product are also discussed with an unexpected deep-seated rearrangement of the core structure occurring during an attempted iodoetherification reaction. X-ray crystallographic analysis provides important analytical confirmation of assigned structures.
dc.format.extent19
dc.language.isoeng
dc.relation.ispartofMoleculesen
dc.rightsCopyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).en
dc.subjectIntramolecular cyclizationen
dc.subjectX-ray structureen
dc.subjectPerophoramidineen
dc.subjectNatural producten
dc.subjectClaisen rearrangementen
dc.subjectIndoloquinolineen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleSynthesis of indoloquinolines : an intramolecular cyclization leading to advanced Perophoramidine-relevant intermediatesen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.3390/molecules26196039
dc.description.statusPeer revieweden
dc.identifier.urlhttps://www.mdpi.com/1420-3049/26/19/6039en
dc.identifier.urlhttps://www.mdpi.com/journal/molecules/special_issues/Alexandra_Slawinen


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