Copper(I)-Catalyzed Tandem Aminobenzannulation of Dienyne with Sulfonyl Azide.

A general and efficient copper-catalyzed tandem aminobenzannulation of dienyne has been accomplished employing sulfonyl azides as a coupling partner. The reaction involves the formation of both C-C and C-N bonds via the initial generation of copper-catalyzed ketenimine from terminal alkyne and sulfonyl azide followed by electrocyclic ring closure and aromatization. The developed reaction is operationally simple and allows the synthesis of diverse substituted aminonaphthalenes and fused aminoarenes in good to excellent yields with high selectivities.