Amide-Directed C–H Acetoxylation of Cubanes

Abstract

In this study, a palladium-catalyzed, amide-directed C–H acetoxylation of cubanes has been developed. The ortho positions of the amide directing group on cubanes were selectively acetoxylated without any stoichiometric strong bases. The number (1–3) of acetoxy groups introduced was determined by the amount of PhI(OAc)₂ used. Substitution at the C4 position of cubane dramatically affected the outcome of the acetoxylation reaction.