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분자활성촉매반응연구단
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Selective C-C bond formation from rhodium-catalyzed C-H activation reaction of 2-arylpyridines with 3-aryl-2: H -azirines

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dc.contributor.authorYonghyeon Baek-
dc.contributor.authorJinwoo Kim-
dc.contributor.authorHyunseok Kim-
dc.contributor.authorSeung Jin Jung-
dc.contributor.authorHo Ryu-
dc.contributor.authorSuyeon Kim-
dc.contributor.authorJeong-Yu Son-
dc.contributor.authorKyusik Um-
dc.contributor.authorSang Hoon Han-
dc.contributor.authorHyung Jin Seo-
dc.contributor.authorJuyoung Heo-
dc.contributor.authorKooyeon Lee-
dc.contributor.authorMu-Hyun Baik-
dc.contributor.authorPhil Ho Lee-
dc.date.available2019-05-02T08:07:44Z-
dc.date.created2019-03-19-
dc.date.issued2019-03-
dc.identifier.issn2041-6520-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/5663-
dc.description.abstractA novel method for the synthesis of acylmethyl-substituted 2-arylpyridine derivatives using 3-aryl-2H-azirines was developed by exploring a prototype reaction using DFT-calculations and carrying out targeted experiments guided by the calculated mechanism. 2H-Azirine was initially hypothesized to ring-open at the metal center to furnish familiar metal nitrene complexes that may undergo C-N coupling. Computational studies quickly revealed and prototype experimental work confirmed that neither the formation of the expected metal nitrene complexes nor the C-N coupling were viable. Instead, azirine ring-opening followed by C-C coupling was found to be much more favorable to give imines that readily underwent hydrolysis in aqueous conditions to form acylmethyl-substituted products. This new method was highly versatile and selective toward a wide range of substrates with high functional group tolerance. The utility of the new method is demonstrated by a convenient one-pot synthesis of biologically relevant heterocycles such as pyridoisoindole and pyridoisoqunolinone. © 2019 The Royal Society of Chemistry-
dc.description.uri1-
dc.language영어-
dc.publisherROYAL SOC CHEMISTRY-
dc.titleSelective C-C bond formation from rhodium-catalyzed C-H activation reaction of 2-arylpyridines with 3-aryl-2: H -azirines-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000459929800010-
dc.identifier.scopusid2-s2.0-85061729099-
dc.identifier.rimsid67615-
dc.contributor.affiliatedAuthorJinwoo Kim-
dc.contributor.affiliatedAuthorHo Ryu-
dc.contributor.affiliatedAuthorSuyeon Kim-
dc.contributor.affiliatedAuthorMu-Hyun Baik-
dc.identifier.doi10.1039/c8sc05142a-
dc.identifier.bibliographicCitationCHEMICAL SCIENCE, v.10, no.9, pp.2678 - 2686-
dc.citation.titleCHEMICAL SCIENCE-
dc.citation.volume10-
dc.citation.number9-
dc.citation.startPage2678-
dc.citation.endPage2686-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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