Stereoselective and regioselective 5-exo-dig cyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-(arylthio)alkylene-1,2-dihydrobenzo[cd]indoles

Abstract

A palladium and iodine-cocatalyzed 5-exo-dig aza-thiocyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-alkylene-1,2-dihydrobenzo[cd]indole thioethers is reported. As a result of broad reaction scope, simple operation, mild conditions, and high stereoselectivity and regioselectivity, this reaction should have potential utility in organic synthesis.