Synthesis of 2-Aryl Azetidines through Pd-Catalyzed Migration/Coupling of 3-Iodoazetidines and Aryl Boronic Acids.

A palladium-catalyzed cross-coupling of 3-iodoazetidines and nonheteroaryl boronic acids was reported. The [1,1'-biphenyl]-2-yldicyclohexylphosphane ligand enabled the reaction that favored the formation of 2-aryl azetidines. The control experiments indicated that the reaction can proceed through either a palladium-hydride/dihydroazete complex or free dihydroazete intermediate followed by hydropalladation.