Palladium-Catalyzed Method for the Synthesis of Carbazoles via Tandem C−H Functionalization and C−N Bond Formation
The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C−H bond and the formation of a new arene C−N bond. The substitution pattern of the carbazole product can be controlled by the de...
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Veröffentlicht in: | Journal of organic chemistry 2008-10, Vol.73 (19), p.7603-7610 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C−H bond and the formation of a new arene C−N bond. The substitution pattern of the carbazole product can be controlled by the design of the biaryl amide substrate, and the method is compatible with a variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo801273q |