Catalytic C–H Imidation of Aromatic Cores of Functional Molecules: Ligand-Accelerated Cu Catalysis and Application to Materials- and Biology-Oriented Aromatics

Versatile imidation of aromatic C–H bonds was accomplished. In the presence of copper bromide and 6,6′-dimethyl-2,2′-bipyridyl, a range of aromatics, such as polycyclic aromatic hydrocarbons, aromatic bowls, porphyrins, heteroaromatics, and natural products, can be imidated by N-fluorobenzenesulfoni...

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Veröffentlicht in:Journal of the American Chemical Society 2015-02, Vol.137 (7), p.2460-2463
Hauptverfasser: Kawakami, Takahiro, Murakami, Kei, Itami, Kenichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Versatile imidation of aromatic C–H bonds was accomplished. In the presence of copper bromide and 6,6′-dimethyl-2,2′-bipyridyl, a range of aromatics, such as polycyclic aromatic hydrocarbons, aromatic bowls, porphyrins, heteroaromatics, and natural products, can be imidated by N-fluorobenzenesulfonimide. A dramatic ligand-accelerated copper catalysis and an interesting kinetic profile were uncovered.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja5130012