Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide
Karoline T. Neumann, Simon R. Laursen, Anders T. Lindhardt*, Benny Bang-Andersen and Troels Skrydstrup*
*Aarhus University, Finlandsgade 22, 8200 Aarhus N, Denmark; Aarhus University, Gustav Wieds Vej 14, 8000 Aarhus C, Denmark, Email: lindhardteng.au.dk, tschem.au.dk
K. T. Neumann, S. R. Laursen, A. T. Lindhardt, B. Bang-Andersen, T. Skrydstrup, Org. Lett., 2014, 16, 2216-2219.
DOI: 10.1021/ol5007289 (free Supporting Information)
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A palladium-catalyzed carbonylative Sonogashira coupling of aryl bromides using near stoichiometric amounts of carbon monoxide converts a broad substrate scope in good yields. The formed alkynone motive serves as a platform for the synthesis of various heterocyclic structures, including pyrimidines. Furthermore, the presented strategy allows effective 13C labeling.
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T. M. Gøgsig, D. U. Nielsen, A. T. Lindhardt, T. Skrydstrup, Org. Lett., 2012, 14, 2536-2539.