Visible-Light-Induced C4-Selective Functionalization of Pyridinium Salts with Cyclopropanols

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dc.contributor.authorVellakkaran, Mariko
dc.contributor.authorKim, Taehwanko
dc.contributor.authorHong, Sungwooko
dc.date.accessioned2022-01-05T06:40:51Z-
dc.date.available2022-01-05T06:40:51Z-
dc.date.created2021-11-29-
dc.date.created2021-11-29-
dc.date.created2021-11-29-
dc.date.issued2022-01-
dc.identifier.citationANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.61, no.1-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10203/291545-
dc.description.abstractThe site-selective C-H functionalization of heteroarenes is of considerable importance for streamlining the rapid modification of bioactive molecules. Herein, we report a general strategy for visible-light-induced beta-carbonyl alkylation at the C4 position of pyridines with high site selectivity using various cyclopropanols and N-amidopyridinium salts. In this process, hydrogen-atom transfer between the generated sulfonamidyl radicals and O-H bonds of cyclopropanols generates beta-carbonyl radicals, providing efficient access to synthetically valuable beta-pyridylated (aryl)ketones, aldehydes, and esters with broad functional-group tolerance. In addition, the mild method serves as an effective tool for the site-selective late-stage functionalization of complex and medicinally relevant molecules.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.titleVisible-Light-Induced C4-Selective Functionalization of Pyridinium Salts with Cyclopropanols-
dc.typeArticle-
dc.identifier.wosid000720986200001-
dc.identifier.scopusid2-s2.0-85119626462-
dc.type.rimsART-
dc.citation.volume61-
dc.citation.issue1-
dc.citation.publicationnameANGEWANDTE CHEMIE-INTERNATIONAL EDITION-
dc.identifier.doi10.1002/anie.202113658-
dc.contributor.localauthorHong, Sungwoo-
dc.contributor.nonIdAuthorVellakkaran, Mari-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorcyclopropanol-
dc.subject.keywordAuthorheterocycles-
dc.subject.keywordAuthorphotocatalysis-
dc.subject.keywordAuthorpyridinium salt-
dc.subject.keywordAuthorreaction mechanisms-
dc.subject.keywordPlusDIRECT C-H-
dc.subject.keywordPlusBOND-FORMING REACTIONS-
dc.subject.keywordPlusREGIOSELECTIVE ALKYLATION-
dc.subject.keywordPlusMETAL-FREE-
dc.subject.keywordPlusN-OXIDES-
dc.subject.keywordPlusARYLATION-
dc.subject.keywordPlusKETONES-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordPlusRADICALS-
dc.subject.keywordPlusCLEAVAGE-
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