Pd-tetraethyl tetra-t-butylcalixarene-tetra(oxyacetate) complex catalyzed acylodeboronation of arylboronic acids with benzoyl chloride or acetic anhydride

Abstract

The palladium-tetraethyl tetra-t-butylcalixarene-tetra(oxyacetate) complex, in the form of [NaL], exhibited high catalytic efficiency for the acylodeboronation reaction of arylboronic acids with benzoyl chloride or acetic anhydride, producing the corresponding ketones in good to excellent yields under mild reaction conditions. Various arylboronic acids, benzoyl chlorides and acetic anhydrides were tolerated in this method. Moreover, a typical method for synthesis of acetyl aryl ketones was obtained.

A redox switchable ferrocene decorated n-heterocyclic carbene (NHC) palladium catalyst for cross coupling of arylboronic acid and acetic anhydride in phosphine, base and additive free conditions

“…On account of the acylative Suzuki coupling mechanism reported by Zhang 23 and others, 17 c , d a similar mechanism could be proposed with our synthesized Pd catalyst (Scheme 4).…”