Metal-free C(sp3)–H functionalization: oxidative carbo-oxygenation of α-diazo carbonyls via radical dediazotization.

A novel three-component carbo-oxygenation of α-diazo carbonyls for flexible synthesis of unprecedented α-aminooxy-β-amino ketones has been established through metal-free C(sp3)–H functionalization from readily accessible N,N-dimethylanilines and N-hydroxyphthalimide. The reaction pathway involves an in situ-generated phthalimide N-oxyl radical-triggered dediazotization/radical coupling sequence, leading to C–O and C–C bond formation. [ABSTRACT FROM AUTHOR]