Copper-Catalyzed Cross-Coupling Between (E)-1,2-Diiodoethene and Carbazates: Entry to β-Functionalized N-Alkenylcarbazates

Abstract

: The first intermolecular examples of copper-catalyzed cross-coupling between (E)-1,2-diiodoethene and various carbazates are reported here. (E)-β-iodovinylcarbazates were prepared with a complete retention of the olefin configuration. Favored regioisomer depends on the substrate’s structure. Subsequent functionalization of a model (E)-N-(β-iodovinyl)carbazate via cross-coupling reactions led to a variety of β-functionalized (E)-N-alkenylcarbazates with up to very good yields.