Copper-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Aryl Iodides and Bromides

摘要

Transition-metal-catalyzed decarboxylative cross-coupling using carboxylic acids as aryl sources is of contemporary interest. This method does not use expensive and sensitive organometallic reagents, and generates CO2 instead of toxic metal halides. Early studies showed that a stoichiometric quantity of copper could promote the decarboxylative coupling of aromatic carboxylic acids with aryl iodides. Recently, Goossen et al. reported Pd/Cu-catalyzed decarboxylative coupling of benzoic acids and a-oxo carboxylates with aryl halides and triflates. Related studies by the groups of Myers,Forgione, and others showed that palladium by itself could also catalyze the decarboxylative coupling of aromatic carboxylic acids. We reported a palladium-catalyzed decarboxylative coupling of oxalate monoesters with aryl halides, and related decarboxylative reactions were also reported recently by the groups of Tunge, Li, Chruma, and others.