Versatile Palladium-Catalyzed Approach to Acyl Fluorides and Carbonylations by Combining Visible Light- and Ligand-Driven Operations
Yi Liu, Cuihan Zhou, Meijing Jiang and Bruce A. Arndtsen*
*Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 0B8, Canada,
Email: bruce.arndtsen
mcgill.ca
Y. Liu, C. Zhou, M. Jiang, B. A. Arndtsen, J. Am. Chem. Soc., 2022, 144, 9413-9420.
DOI: 10.1021/jacs.2c01951
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Abstract
A general palladium-catalyzed carbonylative synthesis of acyl fluorides from aryl, heteroaryl, alkyl, and functionalized organic halides proceeds via a synergistic combination of visible light photoexcitation of Pd(0) to induce oxidative addition with a ligand-favored reductive elimination. Subsequent nucleophilic reactions provide highly functionalized carbonyl-containing products.
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Key Words
carboxylation (arenes, alkanes), acyl fluorides, multicomponent reactions, photochemistry
ID: J48-Y2022
