A novel oxidation system in which magnesium nitrate [Mg(NO3)2] is used as an oxidant in the presence of diphe-nylphosphine oxide [HP(O)Ph2] permits the C(sp3)-H hydroxylation of fluorenes, oxindoles, and benzofuranones. This method features high efficiency, good functional group tolerance, and operational simplicity. The synthetic utility is highlighted by further transformations to valuable organic materials.