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분자활성촉매반응연구단
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Remote C−H Pyridylation of Hydroxamates through Direct Photoexcitation of O-Aryl Oxime Pyridinium Intermediates

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dc.contributor.authorByeongseok Kweon-
dc.contributor.authorChangha Kim-
dc.contributor.authorSeonyul Kim-
dc.contributor.authorSungwoo Hong-
dc.date.accessioned2021-12-16T00:30:09Z-
dc.date.available2021-12-16T00:30:09Z-
dc.date.created2021-12-15-
dc.date.issued2021-12-13-
dc.identifier.issn1433-7851-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/10844-
dc.description.abstract© 2021 Wiley-VCH GmbHHerein, we report an efficient strategy for the remote C−H pyridylation of hydroxamates with excellent ortho-selectivity by designing a new class of photon-absorbing O-aryl oxime pyridinium salts generated in situ from the corresponding pyridines and hydroxamates. When irradiated by visible light, the photoexcitation of oxime pyridinium intermediates generates iminyl radicals via the photolytic N−O bond cleavage, which does not require an external photocatalyst. The efficiency of light absorption and N−O bond cleavage of the oxime pyridinium salts can be modulated through the electronic effect of substitution on the O-aryl ring. The resultant iminyl radicals enable the installation of pyridyl rings at the γ-CN position, which yields synthetically valuable C2-substituted pyridyl derivatives. This novel synthetic approach provides significant advantages in terms of both efficiency and simplicity and exhibits broad functional group tolerance in complex settings under mild and metal-free conditions.-
dc.language영어-
dc.publisherJohn Wiley and Sons Inc-
dc.titleRemote C−H Pyridylation of Hydroxamates through Direct Photoexcitation of O-Aryl Oxime Pyridinium Intermediates-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000718391300001-
dc.identifier.scopusid2-s2.0-85119377095-
dc.identifier.rimsid76825-
dc.contributor.affiliatedAuthorByeongseok Kweon-
dc.contributor.affiliatedAuthorChangha Kim-
dc.contributor.affiliatedAuthorSeonyul Kim-
dc.contributor.affiliatedAuthorSungwoo Hong-
dc.identifier.doi10.1002/anie.202112364-
dc.identifier.bibliographicCitationAngewandte Chemie - International Edition, v.60, no.51, pp.26813 - 26821-
dc.relation.isPartOfAngewandte Chemie - International Edition-
dc.citation.titleAngewandte Chemie - International Edition-
dc.citation.volume60-
dc.citation.number51-
dc.citation.startPage26813-
dc.citation.endPage26821-
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.keywordPlusNITROGEN-CENTERED RADICALS-
dc.subject.keywordPlusLIGHT-MEDIATED GENERATION-
dc.subject.keywordPlusFUNCTIONALIZATION-
dc.subject.keywordPlusALKYLATION-
dc.subject.keywordPlusHETEROCYCLES-
dc.subject.keywordPlusARYLATION-
dc.subject.keywordPlusALKENES-
dc.subject.keywordPlusHETEROARYLATION-
dc.subject.keywordPlusPHENANTHRIDINES-
dc.subject.keywordPlusPRECURSORS-
dc.subject.keywordAuthorheterocycles-
dc.subject.keywordAuthoriminyl radicals-
dc.subject.keywordAuthoroximes-
dc.subject.keywordAuthorphotochemistry-
dc.subject.keywordAuthorreaction mechanisms-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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