DBU‐Promoted [3+2] Cyclization/Retro‐Mannich Cascade Reaction of N‐Aminoisoquinolinium and N‐Aminoquinolinium Derivatives with para‐Quinone Methides

Abstract A DBU‐promoted [3+2] cyclization/retro‐Mannich cascade reaction of N ‐aminoisoquinolinium and N ‐aminoquinolinium derivatives with para ‐quinone methides has been established, employing a C=C double bond cleavage. A broad range of N ‐aminoquinolinium salts, N ‐aminoisoquinolinium salts, and para ‐quinone methides are well tolerated, providing the corresponding rearrangement products. Moreover, scaled‐up reactions and diverse derivatizations of the products were also investigated and discussed.