2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione

Abstract

In this work, the direct C-H functionalization reaction of 1,4-dimethoxybenzene with N-hydroxyphthalimide has been disclosed. A previously unknown product of the C-O coupling of 1,4-dimethoxybenzene and N-hydroxyphthalimide was obtained. The reaction proceeded under mild conditions, in which a commercially available manganese-based oxidizing agent was used for generation of a phthalimide-N-oxyl radical. The obtained compound is a promising valuable precursor of O-aryl hydroxylamine.

Keywords

• C-H functionalization
• oxidative coupling
• <i>N</i>-hydroxyphthalimide
• <i>N</i>-oxyl radicals
• free radicals
• oxidation