Visible-Light-Induced Pyridylation of Remote C(sp<sup>3</sup>)−H Bonds by Radical Translocation of N-Alkoxypyridinium Salts

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dc.contributor.authorKim, Inwonko
dc.contributor.author박보현ko
dc.contributor.authorKang Gyuminko
dc.contributor.authorKim, Jiyunko
dc.contributor.authorJung Hoiminko
dc.contributor.authorLee Hyeonyeongko
dc.contributor.authorBaik, Mu-Hyunko
dc.contributor.authorHong, Sungwooko
dc.date.accessioned2018-12-20T05:10:55Z-
dc.date.available2018-12-20T05:10:55Z-
dc.date.created2018-12-03-
dc.date.created2018-12-03-
dc.date.created2018-12-03-
dc.date.issued2018-11-
dc.identifier.citationANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.57, no.47, pp.15517 - 15522-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10203/247629-
dc.description.abstractMetal-free, visible-light-induced site-selective heteroarylation of remote C(sp3)−H bonds has been accomplished through the design of N-alkoxyheteroarenium salts serving as both alkoxy radical precursors and heteroaryl sources. The transient alkoxy radical can be generated by the single-electron reduction of an N-alkoxypyridinium substrate by a photoexcited quinolinone catalyst. Subsequent radical translocation of the alkoxy radical forms a nucleophilic alkyl radical intermediate, which undergoes addition to the substrate to achieve remote C(sp3)−H heteroarylation. This cascade strategy provides a powerful platform for remote C(sp3)−H heteroarylation in a controllable and selective manner and is well suited for late-stage functionalization of complex bioactive molecules.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.titleVisible-Light-Induced Pyridylation of Remote C(sp&lt;sup&gt;3&lt;/sup&gt;)−H Bonds by Radical Translocation of N-Alkoxypyridinium Salts-
dc.typeArticle-
dc.identifier.wosid000453344500038-
dc.identifier.scopusid2-s2.0-85055488404-
dc.type.rimsART-
dc.citation.volume57-
dc.citation.issue47-
dc.citation.beginningpage15517-
dc.citation.endingpage15522-
dc.citation.publicationnameANGEWANDTE CHEMIE-INTERNATIONAL EDITION-
dc.identifier.doi10.1002/anie.201809879-
dc.contributor.localauthorBaik, Mu-Hyun-
dc.contributor.localauthorHong, Sungwoo-
dc.contributor.nonIdAuthorKang Gyumin-
dc.contributor.nonIdAuthorKim, Jiyun-
dc.contributor.nonIdAuthorLee Hyeonyeong-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorC-H activation-
dc.subject.keywordAuthorheterocycles-
dc.subject.keywordAuthorphotochemistry-
dc.subject.keywordAuthorradicals-
dc.subject.keywordAuthorreaction mechanisms-
dc.subject.keywordPlusC-H BONDS-
dc.subject.keywordPlusMETAL-FREE-
dc.subject.keywordPlusPHOTOREDOX CATALYSIS-
dc.subject.keywordPlusPHOTOCATALYZED SYNTHESIS-
dc.subject.keywordPlusHYDROGEN-ATOM-
dc.subject.keywordPlusFUNCTIONALIZATION-
dc.subject.keywordPlusALKYLATION-
dc.subject.keywordPlusFRAGMENTATION-
dc.subject.keywordPlusQUINOLINONES-
dc.subject.keywordPlusACTIVATION-
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