Photocatalytic Vicinal Aminopyridylation of Methyl Ketones by a Double Umpolung Strategy
DC Field | Value | Language |
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dc.contributor.author | Honggu Im | - |
dc.contributor.author | Wonjun Choi | - |
dc.contributor.author | Sungwoo Hong | - |
dc.date.accessioned | 2020-12-22T02:46:40Z | - |
dc.date.accessioned | 2020-12-22T02:46:41Z | - |
dc.date.available | 2020-12-22T02:46:40Z | - |
dc.date.available | 2020-12-22T02:46:41Z | - |
dc.date.created | 2020-09-09 | - |
dc.date.issued | 2020-09 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | https://pr.ibs.re.kr/handle/8788114/7658 | - |
dc.description.abstract | © 2020 Wiley-VCH GmbHA photocatalytic double umpolung strategy for the vicinal aminopyridylation of ketones was developed using pyridinium N−N ylides. The inversion of the polarity of the pyridinium N−N ylides by single-electron oxidation successfully enables radical-mediated 1,3-dipolar cycloadditions with enolsilanes formed in situ from ketones, followed by homolytic cleavage of the N−N bond. Intriguingly, the nucleophilic amino and electrophilic pyridyl groups in the ylides can be installed at the nucleophilic α-position and electrophilic carbonyl carbon, respectively, which are typically inaccessible by their innate polarity-driven reactivity. This method accommodates a broad scope, and the utility was further demonstrated by the late-stage functionalization of complex biorelevant molecules. Moreover, the strategy can be successfully applied to enamides | - |
dc.description.uri | 1 | - |
dc.language | 영어 | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.subject | aminopyridylation | - |
dc.subject | bifunctional reagent | - |
dc.subject | double umpolung | - |
dc.subject | ketone | - |
dc.subject | photocatalysis | - |
dc.title | Photocatalytic Vicinal Aminopyridylation of Methyl Ketones by a Double Umpolung Strategy | - |
dc.type | Article | - |
dc.type.rims | ART | - |
dc.identifier.wosid | 000558001200001 | - |
dc.identifier.scopusid | 2-s2.0-85089287221 | - |
dc.identifier.rimsid | 72916 | - |
dc.contributor.affiliatedAuthor | Honggu Im | - |
dc.contributor.affiliatedAuthor | Wonjun Choi | - |
dc.contributor.affiliatedAuthor | Sungwoo Hong | - |
dc.identifier.doi | 10.1002/ange.202008435 | - |
dc.identifier.bibliographicCitation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.59, no.40, pp.17511 - 17516 | - |
dc.citation.title | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.volume | 59 | - |
dc.citation.number | 40 | - |
dc.citation.startPage | 17511 | - |
dc.citation.endPage | 17516 | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordPlus | IMINOPYRIDINIUM YLIDES | - |
dc.subject.keywordPlus | PHOTOREDOX CATALYSIS | - |
dc.subject.keywordPlus | RADICAL REACTIONS | - |
dc.subject.keywordPlus | ALKYLATION | - |
dc.subject.keywordPlus | GENERATION | - |
dc.subject.keywordPlus | CONSTRUCTION | - |
dc.subject.keywordPlus | CYCLIZATION | - |
dc.subject.keywordPlus | MILD | - |
dc.subject.keywordAuthor | aminopyridylation | - |
dc.subject.keywordAuthor | bifunctional reagent | - |
dc.subject.keywordAuthor | double umpolung | - |
dc.subject.keywordAuthor | ketone | - |
dc.subject.keywordAuthor | photocatalysis | - |