Palladium-catalysed regioselective aroylation and acetoxylation of 3,5-diarylisoxazole via ortho C–H functionalisations

Abstract

The higher directing ability of N over O in 3,5-diarylisoxazole is demonstrated during the construction of C–C and C–O bonds. Out of the four ortho sp² C–Hs and one internal sp² C–H in 3,5-diarylisoxazoles, regioselective aroylation and acetoxylation take place at one of the ortho-C–Hs proximal to the N atom using Pd(OAc)₂ as the catalyst in the presence of suitable oxidants and solvents.