Divergent Construction of Azaheterocycles via Alkoxyl Radical-Triggered C-C Bond Cleavage/Cyclization of N -Functionalized Acrylamides.

An array of redox-neutral alkylation/cyclization cascade reactions of N -functionalized acrylamides with cycloalkyl hydroperoxides were achieved via the alkoxyl radical-triggered C-C bond cleavage. Through adjusting the radical acceptors on the N atom, a variety of keto-alkylated chain-containing azaheterocycles, including indolo[2,1- a ]isoquinolin-6(5 H )-ones, quinoline-2,4-diones, and pyrido[4,3,2- gh ]phenanthridines were constructed by a one-pot procedure with good yields and excellent functional group tolerance.