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Ir(III)-Catalyzed Mild C–H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source : Ir(III)-Catalyzed Mild C-H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source
DC Field | Value | Language |
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dc.contributor.author | Ryu, Jaeyune | - |
dc.contributor.author | Kwak, Jaesung | - |
dc.contributor.author | Shin, Kwangmin | - |
dc.contributor.author | Lee, Donggun | - |
dc.contributor.author | Chang, Sukbok | - |
dc.date.accessioned | 2023-05-03T05:47:02Z | - |
dc.date.available | 2023-05-03T05:47:02Z | - |
dc.date.created | 2023-05-01 | - |
dc.date.created | 2023-05-01 | - |
dc.date.created | 2023-05-01 | - |
dc.date.issued | 2013-08 | - |
dc.identifier.citation | Journal of the American Chemical Society, Vol.135 No.34, pp.12861-12868 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | https://hdl.handle.net/10371/191822 | - |
dc.description.abstract | Reported herein is the development of the Ir(III)-catalyzed direct C-H amidation of arenes and alkenes using acyl azides as the nitrogen source. This procedure utilizes an in situ generated cationic half-sandwich iridium complex as a catalyst. The reaction takes place under very mild conditions, and a broad range of sp(2) C-H bonds of chelate group-containing arenes and olefins are smoothly amidated with acyl azides without the intervention of the Curtius rearrangement. Significantly, a wide range of reactants of aryl-, aliphatic-, and olefinic acyl azides were all efficiently amidated with high functional group tolerance. Using the developed approach, Z-enamides were readily accessed with a complete control of regio- and stereoselectivity. The developed direct amidation proceeds in the absence of external oxidants and releases molecular nitrogen as a single byproduct, thus offering an environmentally benign process with wide potential applications in organic synthesis and medicinal chemistry. | - |
dc.language | 영어 | - |
dc.publisher | American Chemical Society | - |
dc.title | Ir(III)-Catalyzed Mild C–H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source | - |
dc.title.alternative | Ir(III)-Catalyzed Mild C-H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/ja406383h | - |
dc.citation.journaltitle | Journal of the American Chemical Society | - |
dc.identifier.wosid | 000323876300059 | - |
dc.identifier.scopusid | 2-s2.0-84883301466 | - |
dc.citation.endpage | 12868 | - |
dc.citation.number | 34 | - |
dc.citation.startpage | 12861 | - |
dc.citation.volume | 135 | - |
dc.description.isOpenAccess | N | - |
dc.contributor.affiliatedAuthor | Ryu, Jaeyune | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | PALLADIUM-CATALYZED AMIDATION | - |
dc.subject.keywordPlus | SANDWICH IRIDIUM COMPLEXES | - |
dc.subject.keywordPlus | CCK1 RECEPTOR ANTAGONISTS | - |
dc.subject.keywordPlus | BOND-FORMING REACTIONS | - |
dc.subject.keywordPlus | DIRECT AMINATION | - |
dc.subject.keywordPlus | STEREOSELECTIVE-SYNTHESIS | - |
dc.subject.keywordPlus | METAL-COMPLEXES | - |
dc.subject.keywordPlus | ORGANIC AZIDES | - |
dc.subject.keywordPlus | ARYL AZIDES | - |
dc.subject.keywordPlus | REGIOSELECTIVE-SYNTHESIS | - |
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