Synthesis of Isoindo!obenzo[c]Azepine Skeleton Via Sequential Amidation and Aza-Michael Reaction Followed by Friedel-Crafts Acylation

摘要

Lennoxamine 1, chilenine 2, and palamine 3 (Figure 1), isolated from Berberis empetrifolia Lam and Berberis darwinii Hook, have an isoindolobenzo[d]azepine framework. Synthetic chemists have focused on the unique core seven- and five-membered ring systems of this framework despite the weak biological activities of 1, 2, and 3. The analogue isoindolobenzo[c]azepine 4, however, has not received much interest, partly because its related natural products are less abundant.