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

Abstract

Unsaturated <i>N</i>,<i>O</i>-spiroacetals and α-arylfurans were synthesized via palladium-catalyzed aerobic oxidative coupling reactions between <i>N</i>-[3-(2-furanyl)­propyl]-<i>p</i>-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