Geometry-dependent divergence in the gold-catalyzed redox cascade cyclization of o-alkynylaryl ketoximes and nitrones leading to isoindoles
DC Field | Value | Language |
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dc.contributor.author | Yeom, Hyun-Suk | - |
dc.contributor.author | Lee, Youngun | - |
dc.contributor.author | Lee, Ji-Eun | - |
dc.contributor.author | Shin, Seunghoon | - |
dc.date.accessioned | 2022-12-20T20:12:47Z | - |
dc.date.available | 2022-12-20T20:12:47Z | - |
dc.date.created | 2022-08-26 | - |
dc.date.issued | 2009-11 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/175902 | - |
dc.description.abstract | We report geometry-dependent cyclizations of o-alkynylaryl ketoximes and nitrones catalyzed by gold complexes. (E)-Ketoximes undergo N-attack to give isoquinoline-N-oxides. In sharp contrast, (Z)-ketoximes undergo unprecedented O-nucleophilic attack, followed by a redox cascade leading to a novel catalytic entry to isoindoles of diverse scope. The structure of an isoindole was unambiguously supported by X-ray crystallography. We demonstrated the generality of the isoindole synthesis from either (Z)-oximes or nitrones, and presented a mechanistic model of this redox cascade based on the reaction profiles of various substrates. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.title | Geometry-dependent divergence in the gold-catalyzed redox cascade cyclization of o-alkynylaryl ketoximes and nitrones leading to isoindoles | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shin, Seunghoon | - |
dc.identifier.doi | 10.1039/b910757f | - |
dc.identifier.scopusid | 2-s2.0-70350651340 | - |
dc.identifier.wosid | 000271432300024 | - |
dc.identifier.bibliographicCitation | ORGANIC & BIOMOLECULAR CHEMISTRY, v.7, no.22, pp.4744 - 4752 | - |
dc.relation.isPartOf | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.citation.title | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.citation.volume | 7 | - |
dc.citation.number | 22 | - |
dc.citation.startPage | 4744 | - |
dc.citation.endPage | 4752 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | ISOQUINOLINE-N-OXIDES | - |
dc.subject.keywordPlus | EFFICIENT SYNTHESIS | - |
dc.subject.keywordPlus | SPECTROSCOPIC CHARACTERIZATION | - |
dc.subject.keywordPlus | STRUCTURAL-CHARACTERIZATION | - |
dc.subject.keywordPlus | PORPHYRIN CHROMOPHORES | - |
dc.subject.keywordPlus | SELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | AZOMETHINE YLIDES | - |
dc.subject.keywordPlus | HIGHLY EFFICIENT | - |
dc.subject.keywordPlus | EXOCYCLIC RINGS | - |
dc.subject.keywordPlus | EPOXY ALKYNES | - |
dc.identifier.url | https://pubs.rsc.org/en/content/articlelanding/2009/OB/b910757f | - |
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