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.