Palladium-Catalyzed Coupling of Oxazol-2-yl- and 2-Oxazolin-2-yltrimethylstannanes with Aromatic Halides. A New Entry to 2-Aryl and 2-Heteroaryl Oxazoles and Oxazolines

Authors:
  • ADAlessandro Dondoni
    Alessandro Dondoni
  • GFGiancarlo Fantin
    Giancarlo Fantin
  • MFMarco Fogagnolo
    Marco Fogagnolo
  • AMAlessandro Medici
    Alessandro Medici
  • PPPaola Pedrini
    Paola Pedrini

Abstract
4-Methyloxazole and 4,4-dimethyl-2-oxazoline were treated with n-butyllithium and trimethyltin chloride to give the corresponding 2-trimethylstannyl derivatives which in the presence of tetrakis(triphenylphosphine)palladium(0) as a catalyst undergo cross-coupling reactions with various aryl and heteroaryl halides to give 2-aryl and 2-heteroaryl oxazoles and oxazolines in high yields.