Palladium-Catalyzed Carbonylation of Aryl Tosylates and Mesylates
Rachel H. Munday, Joseph R. Martinelli and Stephen L. Buchwald*
*Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu
R. H. Munday, J. R. Martinelli, S. L. Buchwald, J. Am. Chem. Soc., 2008, 130, 2754-2755.
DOI: 10.1021/ja711449e (free Supporting Information)
A system derived from Pd(OAc)2 and the bulky, bidentate dcpp ligand catalyzes the carbonylation of aryl tosylates and mesylates to form esters under atmospheric CO pressure and temperatures of 80-110°C. A broad substrate scope allows carbonylation of electron-rich, electron-poor, and heterocyclic tosylates and mesylates, and the reaction shows wide functional group tolerance.
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