Palladium-catalyzed carbonylative sonogashira coupling of aryl bromides using near stoichiometric carbon monoxide.
A general procedure for the palladium-catalyzed carbonylative Sonogashira coupling of aryl bromides is reported, using near stoichiometric amounts of carbon monoxide. The method allows a broad substrate scope in moderate to excellent yields. The formed alkynone motive serves as a platform for synthesis of various heterocyclic structures, including pyrimidines. Furthermore, the presented strategy allows effective (13)C labeling.
Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center (iNANO), Aarhus University , Gustav Wieds Vej 14, 8000 Aarhus C, Denmark.
Karoline T
KT
Neumann
Simon R
SR
Laursen
Anders T
AT
Lindhardt
Benny
B
Bang-Andersen
Troels
T
Skrydstrup
D000480:Alkynes / Q000737:chemistry*; D002247:Carbon Isotopes; D002248:Carbon Monoxide / Q000737:chemistry*; D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
D000480:Alkynes; D002247:Carbon Isotopes; D006842:Hydrocarbons, Brominated; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; D010165:Palladium; D002248:Carbon Monoxide