Palladium‐catalyzed hydroarylation of homopropargyl iodoindoles with concurrent alkyl and iodonium migrations

Abstract

A selective palladium‐catalyzed C-arylation/carbocyclization/iodonium migration reaction sequence has been accomplished. Novel 2‐iodo‐1‐aryl‐9-H‐carbazoles are now easily available. As this result is contrary to the selectivity observed using gold catalysis, the formation of 2‐iodocarbazoles is noticeable, suggesting a metal‐controlled cyclization through chemo‐ and regioselective 1,2‐alkyl migration and 1,4‐iodonium migration.