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dc.contributor.authorAitken, R Alan
dc.contributor.authorChang, Da
dc.identifier.citationAitken , R A & Chang , D 2016 , ' New gas-phase domino processes leading to benzopyranones and benzofurans ' , Heterocycles , vol. 93 , no. 1 , pp. 164-184 .
dc.identifier.otherPURE: 217075127
dc.identifier.otherPURE UUID: 96d1f6ce-a100-4d73-95a4-784cf0459dd0
dc.identifier.otherScopus: 85014448864
dc.identifier.otherORCID: /0000-0001-6959-5311/work/34857574
dc.identifier.otherWOS: 000400220000012
dc.description.abstractA new domino approach to flavones by gas phase pyrolysis of β,γ-dioxophosphonium ylides containing a 2-methoxyphenyl group is frustrated by unexpected and novel decarbonylation of the intermediate flavon-3-yl radical leading to 2-phenylbenzofuran. Alternative approaches based on dioxolane protection of one carbonyl, or selective elimination in β,β'-dioxo or β-oxo-β'-thioxo ylides were not successful, but pyrolysis of a β-oxo-β'-phenylimino ylide did give the required domino reaction leading to a protected benzopyranone in moderate yield.
dc.rights© 2016 The Japan Institute of Heterocyclic Chemistry. This work has been made available online in accordance with the publisher’s policies. This is the final published version of the work, which was originally published at:
dc.subjectQD Chemistryen
dc.titleNew gas-phase domino processes leading to benzopyranones and benzofuransen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.description.statusPeer revieweden

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