Rhodium(III)-Catalyzed Direct C-2 Olefination of Unactivated Indoles Utilizing OH/NH2 as Directing Group

Rhodium(III)-Catalyzed Direct C-2 Olefination of Unactivated Indoles Utilizing OH/NH2 as Directing Group

Oxidative C‐2 olefination of indoles/pyrrole via rhodium(III)‐catalyzed direct CH bond activation is reported. Phenolic OH and aniline NH2 units were revealed to be effective chelating groups to activate the aryl CH bond. The reactions proceeded with excellent selectivity and high functional group...

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Veröffentlicht in:Advanced synthesis & catalysis 2014-02, Vol.356 (2-3), p.609-615
Hauptverfasser: Tang, Chen-Yu, Tao, Yuan, Wu, Xin-Yan, Sha, Feng
Format: Artikel
Sprache:eng
Schlagworte:
directing groups
hydroxy group
indoles
olefination
rhodium
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Zusammenfassung:Oxidative C‐2 olefination of indoles/pyrrole via rhodium(III)‐catalyzed direct CH bond activation is reported. Phenolic OH and aniline NH2 units were revealed to be effective chelating groups to activate the aryl CH bond. The reactions proceeded with excellent selectivity and high functional group tolerance, furnishing 2‐vinylindoles/2‐vinylpyrroles in good yields.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201300930