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New gas-phase domino processes leading to benzopyranones and benzofurans
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dc.contributor.author | Aitken, R Alan | |
dc.contributor.author | Chang, Da | |
dc.date.accessioned | 2015-10-02T08:40:01Z | |
dc.date.available | 2015-10-02T08:40:01Z | |
dc.date.issued | 2016 | |
dc.identifier | 217075127 | |
dc.identifier | 96d1f6ce-a100-4d73-95a4-784cf0459dd0 | |
dc.identifier | 85014448864 | |
dc.identifier | 000400220000012 | |
dc.identifier.citation | Aitken , R A & Chang , D 2016 , ' New gas-phase domino processes leading to benzopyranones and benzofurans ' , Heterocycles , vol. 93 , no. 1 , pp. 164-184 . https://doi.org/10.3987/COM-15-S(T)14 | en |
dc.identifier.issn | 1881-0942 | |
dc.identifier.other | ORCID: /0000-0001-6959-5311/work/34857574 | |
dc.identifier.uri | https://hdl.handle.net/10023/7588 | |
dc.description.abstract | A 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.format.extent | 21 | |
dc.format.extent | 572197 | |
dc.language.iso | eng | |
dc.relation.ispartof | Heterocycles | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.title | New gas-phase domino processes leading to benzopyranones and benzofurans | 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.identifier.doi | https://doi.org/10.3987/COM-15-S(T)14 | |
dc.description.status | Peer reviewed | en |
dc.identifier.url | https://www.heterocycles.jp/newlibrary/libraries/prepress | en |
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