Organic Reactions Catalyzed by Solid Superacids. 5. Perfluorinated Sulfonic Acid Resin (Nafion-H) Catalyzed Intramolecular Friedel-Crafts Acylation

Article abstract of DOI:10.1021/jo00012a033

Nafion-H, a perfluorinated sulfonic acid resin, catalyzed the intramolecular Friedel-Crafts acylation of diarylalkane-2-carboxylic acids and arylalkanoic acids in refluxing p-xylene to provide cyclic ketones.The reactions were clean, and the water that was formed as a byproduct did not deactivate the catalyst.It was also found that the intramolecular acylation of the corresponding acid chlorides occurred under much milder reaction conditions.The mechanism of the reaction is discussed.