Novel 7- and 8-Endo 2-Indolylacyl Radical Cyclizations:  Efficient Construction of Azepino- and Azocinoindoles^†

Regioselective 7- and 8-endo cyclizations of selenoester derived 2-indolylacyl radicals upon amino tethered alkenes have been used to synthesize azepino[3,2-b]- and azocino[4,3-b]indoles, which are tricyclic subunits present in the indole alkaloids mersicarpine and apparicine, respectively.