Copper(II) Bromide–Catalyzed Imino Diels–Alder Reaction: Synthesis of Pyrano[3,2‐c]‐ and Furo [3,2‐c]tetrahydroquinolines

Abstract

Copper(II) bromide is found to be an effective catalyst for the imino Diels–Alder reaction between an imine (generated in situ) and an activated alkene in acetonitrile at the ambient temperature. The reaction proceeds smoothly to afford the corresponding adduct as a mixture of chromatographically separable cis‐ and trans‐isomers in moderate to good yields.

Keywords:

• Copper(II) bromide
• furoquinolines
• imino Diels–Alder reaction
• pyranoquinolines