Palladium-Catalyzed Indole Ring Synthesis Aryl-Heck

Palladium-Catalyzed Indole Ring Synthesis Aryl-Heck 

The aromatic ring version of the Mori-Ban-Heck indole synthesis can be called an aryl-Heck reaction. This palladium-catalyzed cyclization of o-halo diaryl amines has seen many applications in carbazole and carboline synthesis. 

Indole Ring Synthesis From Natural Products to Drug Discovery, First Edition. Gordon W. Gribble. 2016 John Wiley Sons, Ltd. Published 2016 by John Wiley Sons, Ltd. 

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Palladium-Catalyzed Indole Ring Synthesis Aryl-Heck 599... 

Zhao and Larock have described the synthesis of carbazoles, indoles, and dibenzofurans 118 via a Ic type cyclization that follows a sequence of Pd-catalyzed cross-coupling of alkynes and aryl iodides 116, then nitrogen-directed palladium migration to an arylpalladium intermediate 117 that undergoes an intramolecular Mizoroki-Heck ring closure <06JOC5340>. 

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