Nitrones and Oxaziridines. XLVI. Formation of Pyrrolo[3,2,1-ij]Quinolines by Intramolecular Nitrone Cycloaddition

Abstract

Intramolecular 1,3-dipolar cycloaddition occurs between nitrones derived from indole-7-carbaldehydes and adjacent allylic substituents on the indole nitrogen atoms. The resulting pyrroloquinoline derivatives (4a-i) have been characterized fully. A range of other potential precursors to cycloaddition reactions have been synthesized, but cyclization sequences have not been completed.