Phenanthroline‑<i><sup>t</sup></i>BuOK Promoted Intramolecular C–H Arylation of Indoles with ArI under Transition-Metal-Free Conditions

The first example of phenanthroline-<i><sup>t</sup></i>BuOK promoted intramolecular radical C–H arylation of <i>N</i>-(2-iodobenzyl)­indoles without involvement of transition metals has been developed. A variety of substituted 6<i>H</i>-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization using 1,10-phenanthroline in the presence of potassium <i>tert-</i>butoxide and chlorobenzene. This strategy provides a fast and versatile access to isoindolo­[2,1-<i>a</i>]­indole derivatives for the synthesis of pharmaceuticals and organic electroluminescent (EL) materials.