Palladium-catalyzed radical arylation of N-hydroxyphthalimides with triphenyl phosphites as an unusual arylating agent via C(sp2)–O bond cleavage

Abstract

Herein, we report a new strategy for the palladium-catalyzed radical arylation of N-hydroxyphthalimides with triphenyl phosphites via C(sp²)–O bond cleavage. In this protocol, N-hydroxyphthalimides have been arylated with triphenyl phosphites to provide N-aryloxyimides with a wide range of functional group tolerance. In addition, electron paramagnetic resonance (EPR) was conducted, which revealed the presence of the phenyl radical in the reaction system. Further control experiments were also performed, which strongly supported a radical cross-coupling pathway.