A Palladium-Catalyzed Carbonylation Approach to Acid Chloride Synthesis
Journal of the American Chemical Society2013Vol. 135(45), pp. 16841–16844
Citations Over TimeTop 10% of 2013 papers
Abstract
We describe a new approach to acid chloride synthesis via the palladium-catalyzed carbonylation of aryl iodides. The combination of sterically encumbered phosphines (P(t)Bu3) and CO coordination has been found to facilitate the rapid carbonylation of aryl iodides into acid chlorides via reductive elimination from ((t)Bu3P)(CO)Pd(COAr)Cl. The formation of acid chlorides can also be exploited to perform traditional aminocarbonylation reactions under exceptionally mild conditions (ambient temperature and pressure), and with a range of weakly nucleophilic substrates.
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