Palladium-Catalyzed Carbonylation and Coupling Reactions of Aryl Chlorides and Amines.

RobertJ. Perry, B.David Wilson

Index: J. Org. Chem. 61(21) , 7482-7485, (1996)

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Abstract

The palladium-catalyzed amidation of electron-deficient aryl chlorides proceeds readily in the presence of low CO pressures and a slight excess of an iodide salt. The rates of amidation are accelerated over those without added salt, and iodide is preferred over bromide or chloride. More electron-rich aryl chlorides were not effectively amidated, either with or without added iodide. We postulate that an intermediate anionic palladium(0) iodide complex is responsible for the enhanced reactivity.