Synthesis of isoxazoline-featured oxindoles by iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of alkenes

A novel, selective and metal-free iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of unactivated alkenes and activated alkenes via tandem O-C/C-C/C-C bond formation was developed. By using this protocol, isoxazoline-featured oxindoles were successfully synthesized by a one-pot reaction using beta,gamma-unsaturated ketoximes and N-arylacrylamides as readily accessible substrates and TBHP as the commercially available oxidant.