ortho–Hydroxylation of N–Nitrosoanilines Using Palladium Acetate and TBHP

Abstract

Herein, we report a Pd(II)–catalyzed highly regiospecific ortho–hydroxylation of N–nitrosoanilines utilizing tert–butyl hydroperoxide (TBHP) as the hydroxylating source. The reaction proceeds through N–nitroso group directed C–H activation and subsequent hydroxylation at the ortho–position. The protocol provides a mild, operationally straightforward, and high–yielding transformation, offering a valuable tool for the construction of ortho–hydroxylated aniline derivatives, which are important intermediates in pharmaceutical and materials chemistry.