Mn-electrocatalytic oxidative C(sp3)–H azidation of 2-oxindoles and β-keto esters and azidation–cyclization of tryptamines

Abstract

A concise electrocatalytic oxidative C(sp³)–H azidation approach for constructing 3-azido-oxindoles, α-azido-β-ketol esters and 3a-azido-pyrroloindolines is described, utilizing manganese (Mn) as an azidyl radical transfer reagent. This protocol offers mild, environmentally benign reaction conditions and broad substrate scope. Furthermore, the practicality of this electrocatalytic azidation process could be demonstrated through gram-scale syntheses with good yields.