Palladium-Catalyzed Cycloisomerization of (Z)-1-Iodo-1,6-dienes to 3-Aza-bicyclo[4.1.0]hept-2-enes

A Pd-catalyzed cycloisomerization of (Z)-1-iodo-1,6-dienes was developed to construct 3-aza-bicyclo[4.1.0]hept-2-enes bearing substitutions at C1/C5. A wide array of (Z)-1-iodo-1,6-dienes could be converted to the desired compounds efficiently. On the basis of mechanistic studies, two pathways were proposed, in which compound alkyl iodide derivatives formed by reductive elimination of Csp(3)-Pd-I was proved to be a possible intermediate.