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Synthesis of indoloquinolines : an intramolecular cyclization leading to advanced Perophoramidine-relevant intermediates
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dc.contributor.author | Johnston, Craig A. | |
dc.contributor.author | Cordes, David Bradford | |
dc.contributor.author | Lebl, Tomas | |
dc.contributor.author | Slawin, Alexandra Martha Zoya | |
dc.contributor.author | Westwood, Nicholas James | |
dc.date.accessioned | 2021-10-06T14:30:11Z | |
dc.date.available | 2021-10-06T14:30:11Z | |
dc.date.issued | 2021-10-05 | |
dc.identifier | 276115882 | |
dc.identifier | 83eab380-1ec6-4e2f-a17b-b708b9e4e6d0 | |
dc.identifier | 85116526262 | |
dc.identifier | 000707249100001 | |
dc.identifier.citation | Johnston , 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/molecules26196039 | en |
dc.identifier.issn | 1420-3049 | |
dc.identifier.other | ORCID: /0000-0003-0630-0138/work/101217720 | |
dc.identifier.other | ORCID: /0000-0002-0269-3221/work/101217783 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/101217855 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/101217886 | |
dc.identifier.uri | https://hdl.handle.net/10023/24094 | |
dc.description | We thank EPSRC (UK) for a DTA studentship for C.A.J. | en |
dc.description.abstract | The 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.extent | 19 | |
dc.format.extent | 901959 | |
dc.language.iso | eng | |
dc.relation.ispartof | Molecules | en |
dc.subject | Intramolecular cyclization | en |
dc.subject | X-ray structure | en |
dc.subject | Perophoramidine | en |
dc.subject | Natural product | en |
dc.subject | Claisen rearrangement | en |
dc.subject | Indoloquinoline | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Synthesis of indoloquinolines : an intramolecular cyclization leading to advanced Perophoramidine-relevant intermediates | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | 10.3390/molecules26196039 | |
dc.description.status | Peer reviewed | en |
dc.identifier.url | https://www.mdpi.com/1420-3049/26/19/6039 | en |
dc.identifier.url | https://www.mdpi.com/journal/molecules/special_issues/Alexandra_Slawin | en |
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