DC Field | Value | Language |
---|---|---|
dc.contributor.author | Tan, Chang-Yin | ko |
dc.contributor.author | Kim, Minseok | ko |
dc.contributor.author | Hong, Sungwoo | ko |
dc.date.accessioned | 2023-08-04T02:00:10Z | - |
dc.date.available | 2023-08-04T02:00:10Z | - |
dc.date.created | 2023-07-13 | - |
dc.date.created | 2023-07-13 | - |
dc.date.issued | 2023-08 | - |
dc.identifier.citation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.62, no.32 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | http://hdl.handle.net/10203/311150 | - |
dc.description.abstract | Considering the prevalence of alcohols and carboxylic acids, their fragment cross-coupling reactions could hold significant implications in organic synthesis. Herein, we report a versatile method for synthesizing a diverse range of ketones from alcohols and carboxylic acid derivatives via N-heterocyclic carbene (NHC) catalysis. Mechanistic investigations revealed that photoexcited xanthates and acyl azoliums undergo single electron transfer (SET) under photocatalyst-free conditions, generating NHC-derived ketyl radicals and alkyl radicals. These open-shell intermediates subsequently undergo the radical-radical cross-coupling reaction, yielding valuable ketones. Furthermore, this approach can be employed in three-component reactions involving alkenes and enynes, resulting in structurally diverse cross-coupled ketones. The unified strategy offers a unique opportunity for the fragment coupling of a diverse range of alcohols and carboxylic acid derivatives, accommodating diverse functional groups even in complex settings. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Photoinduced Electron Transfer from Xanthates to Acyl Azoliums: Divergent Ketone Synthesis via N-Heterocyclic Carbene Catalysis | - |
dc.type | Article | - |
dc.identifier.wosid | 001016302200001 | - |
dc.identifier.scopusid | 2-s2.0-85163730696 | - |
dc.type.rims | ART | - |
dc.citation.volume | 62 | - |
dc.citation.issue | 32 | - |
dc.citation.publicationname | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.identifier.doi | 10.1002/anie.202306191 | - |
dc.contributor.localauthor | Hong, Sungwoo | - |
dc.contributor.nonIdAuthor | Kim, Minseok | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | Radical Coupling | - |
dc.subject.keywordAuthor | N-Heterocyclic Carbene | - |
dc.subject.keywordAuthor | Photoexcitation | - |
dc.subject.keywordAuthor | Acyl Azolium | - |
dc.subject.keywordAuthor | Xanthate | - |
dc.subject.keywordPlus | CARBOXYLIC-ACIDS | - |
dc.subject.keywordPlus | ALCOHOLS | - |
dc.subject.keywordPlus | ALKENES | - |
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