Chemo- and regioselective cyclization of diene-tethered enynes via palladium-catalyzed aminomethylamination

Abstract

A novel palladium-catalyzed cascade annulative aminomethylamination of diene-tethered enynes with aminals is described. This method provides rapid access to functionalized benzofulvenes with excellent chemo- and regioselectivities and high atom economy. Mechanistic studies have revealed for the first time that alkylpalladium species preferentially reacted with 1,3-enyne rather than 1,3-diene to initiate the cyclizative aminomethylamination.