Cascade Radical Reaction of N‑Sulfonyl-2-allylanilines with [60]Fullerene: Synthesis and Functionalization of (2-Indolinyl)­methylated Hydrofullerenes

The copper-promoted cascade radical reaction of N-sulfonyl-2-allylanilines with [60]­fullerene has been developed to efficiently provide novel and scarce (2-indolinyl)­methylated hydrofullerenes, featuring a broad substrate scope and excellent functional group tolerance. A plausible reaction mechanism for the formation of (2-indolinyl)­methylated hydrofullerenes is proposed on the basis of the experimental results. In addition, further transformation into other carbocyclic derivatives of [60]­fullerene as well as their applications in organic photovoltaic devices of the obtained products has also been explored.