DC Field | Value | Language |
---|---|---|
dc.contributor.author | Xie, Weilong | ko |
dc.contributor.author | Yoon, Jung Hee | ko |
dc.contributor.author | Chang, Sukbok | ko |
dc.date.accessioned | 2016-11-29T05:09:49Z | - |
dc.date.available | 2016-11-29T05:09:49Z | - |
dc.date.created | 2016-11-08 | - |
dc.date.created | 2016-11-08 | - |
dc.date.issued | 2016-09 | - |
dc.identifier.citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.138, no.38, pp.12605 - 12614 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10203/214114 | - |
dc.description.abstract | Primary arylamines are an important unit broadly found in synthetic, biological, and materials science. Herein we describe the development of a (NHC)Cu system that mediates a direct C-H amidation of (hetero)arenes by using N-chlorocarbamates or their sodio derivatives as the practical amino sources. A fade stoichiometric reaction of reactive copper-aryl intermediates with the amidating reagent led us to isolate key copper arylcarbamate species with the formation of a C-N bond. The use of (BuONa)-Bu-t base made this transformation catalytic under mild conditions. The present (NHC)Cu-catalyzed C-H amidation works efficiently and selectively on a large scale over a range of arenes including polyfluorobenzenes, azoles, and quinoline N-oxides. Deprotection of the newly installed carbamate groups such as Boc and Cbz was readily performed to afford the corresponding primary arylamines | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | CATALYZED DIRECT AMINATION | - |
dc.subject | ELECTRON-DEFICIENT ARENES | - |
dc.subject | CARBENE COPPER(I) COMPLEXES | - |
dc.subject | CARBON-NITROGEN BONDS | - |
dc.subject | QUINOLINE N-OXIDES | - |
dc.subject | COUPLING REACTIONS | - |
dc.subject | ROOM-TEMPERATURE | - |
dc.subject | INTERMOLECULAR AMINATION | - |
dc.subject | PROTECTING GROUPS | - |
dc.subject | AROMATIC-AMINES | - |
dc.title | (NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)arenes with Deprotectable Carbamates: Scope and Mechanistic Studies | - |
dc.type | Article | - |
dc.identifier.wosid | 000384518400043 | - |
dc.identifier.scopusid | 2-s2.0-84989219361 | - |
dc.type.rims | ART | - |
dc.citation.volume | 138 | - |
dc.citation.issue | 38 | - |
dc.citation.beginningpage | 12605 | - |
dc.citation.endingpage | 12614 | - |
dc.citation.publicationname | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.1021/jacs.6b07486 | - |
dc.contributor.localauthor | Chang, Sukbok | - |
dc.contributor.nonIdAuthor | Xie, Weilong | - |
dc.contributor.nonIdAuthor | Yoon, Jung Hee | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | CATALYZED DIRECT AMINATION | - |
dc.subject.keywordPlus | ELECTRON-DEFICIENT ARENES | - |
dc.subject.keywordPlus | CARBENE COPPER(I) COMPLEXES | - |
dc.subject.keywordPlus | CARBON-NITROGEN BONDS | - |
dc.subject.keywordPlus | QUINOLINE N-OXIDES | - |
dc.subject.keywordPlus | COUPLING REACTIONS | - |
dc.subject.keywordPlus | ROOM-TEMPERATURE | - |
dc.subject.keywordPlus | INTERMOLECULAR AMINATION | - |
dc.subject.keywordPlus | PROTECTING GROUPS | - |
dc.subject.keywordPlus | AROMATIC-AMINES | - |
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