Aza-Nazarov cyclization cascades

Tetrahedron Lett. 2011 Apr 27;52(17):2195-2198. doi: 10.1016/j.tetlet.2010.11.164.

Abstract

Benzamides with tethered acetal groups undergo reactions in CF(3)SO(3)H to give ring-fused isoindolinones by a cyclization cascade. The reaction initially forms an N-acyliminium ion which then gives the isoindolinone by the aza-Nazarov reaction. An unusual variant also cyclizes at the allylic position.