Organic Chemistry Portal



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:,

K. T. Neumann, S. R. Laursen, A. T. Lindhardt, B. Bang-Andersen, T. Skrydstrup, Org. Lett., 2014, 16, 2216-2219.

DOI: 10.1021/ol5007289

see article for more reactions


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.

see article for more examples

Palladium Catalyzed Carbonylative Heck Reaction Affording Monoprotected 1,3-Ketoaldehydes

T. M. Gøgsig, D. U. Nielsen, A. T. Lindhardt, T. Skrydstrup, Org. Lett., 2012, 14, 2536-2539.

Key Words

Sonogashira coupling, Aryl Ketones, Alkynyl Ketones

ID: J54-Y2014