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분자활성 촉매반응 연구단
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Visible-Light Induced C(sp2)−H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

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dc.contributor.authorHyeyun Keum-
dc.contributor.authorHoimin Jung-
dc.contributor.authorJiwoo Jeong-
dc.contributor.authorDongwook Kim-
dc.contributor.authorSukbok Chang-
dc.date.accessioned2021-11-24T01:50:04Z-
dc.date.available2021-11-24T01:50:04Z-
dc.date.created2021-11-08-
dc.date.issued2021-11-22-
dc.identifier.issn1433-7851-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/10713-
dc.description.abstract© 2021 Wiley-VCH GmbH.We report an approach for the intramolecular C(sp2)−H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C−C bond migration.-
dc.language영어-
dc.publisherJohn Wiley and Sons Inc-
dc.titleVisible-Light Induced C(sp2)−H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000709277600001-
dc.identifier.scopusid2-s2.0-85117414680-
dc.identifier.rimsid76705-
dc.contributor.affiliatedAuthorHyeyun Keum-
dc.contributor.affiliatedAuthorHoimin Jung-
dc.contributor.affiliatedAuthorJiwoo Jeong-
dc.contributor.affiliatedAuthorDongwook Kim-
dc.contributor.affiliatedAuthorSukbok Chang-
dc.identifier.doi10.1002/anie.202108775-
dc.identifier.bibliographicCitationAngewandte Chemie - International Edition, v.60, no.48, pp.25235 - 25240-
dc.relation.isPartOfAngewandte Chemie - International Edition-
dc.citation.titleAngewandte Chemie - International Edition-
dc.citation.volume60-
dc.citation.number48-
dc.citation.startPage25235-
dc.citation.endPage25240-
dc.type.docTypeArticle-
dc.description.journalClass1-
dc.description.journalClass1-
dc.description.isOpenAccessN-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalResearchAreaChemistry-
dc.relation.journalWebOfScienceCategoryChemistry, Multidisciplinary-
dc.subject.keywordPlusN-ACYLNITRENIUM IONS-
dc.subject.keywordPlusC-H AMINATION-
dc.subject.keywordPlusPHOTOREDOX CATALYSIS-
dc.subject.keywordPlusAMIDYL RADICALS-
dc.subject.keywordPlusAROMATIC-SUBSTITUTION-
dc.subject.keywordPlusCENTERED RADICALS-
dc.subject.keywordPlusCYCLIZATION-
dc.subject.keywordPlusMIGRATION-
dc.subject.keywordPlusSPIROCYCLIZATION-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordAuthoramination-
dc.subject.keywordAuthorlactams-
dc.subject.keywordAuthorphotocatalysis-
dc.subject.keywordAuthorradical reactions-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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