Synthesis of N, O-Spiroacetals and α-Arylfurans via Pd-Catalyzed Aerobic Oxidative 2,5-Aminoarylation and α-Arylation of N-[3-(2-Furanyl)propyl]- p-toluenesulfonamides with Boronic Acids.

Unsaturated N, O-spiroacetals and α-arylfurans were synthesized via palladium-catalyzed aerobic oxidative coupling reactions between N-[3-(2-furanyl)propyl]- p-toluenesulfonamides and boronic acids, with KF and KOAc as the respective additives. These reactions involve an unprecedented dearomatizing 2,5-aminoarylation and a direct α-arylation of furan rings, respectively, with O2 as the terminal oxidant.