Concise Synthesis of Azaphenanthrene Alkaloid Eupolauramine Via Au(I)‐Catalyzed Cycloisomerization and Intramolecular Ullmann‐Type Coupling Reaction

Abstract

ABSTRACTA concise and efficient synthesis of the γ‐lactam‐fused azaphenanthrene alkaloid eupolauramine has been achieved. The key feature of the synthesis involves Au(I)‐catalyzed cycloisomerization of N‐naphthyl aminobutynamide intermediate and subsequent intramolecular Ullmann‐type coupling reaction. This study clearly demonstrated the usefulness of coinage metal‐catalyzed cycloisomerization strategy in the construction of architecturally sophisticated pyridine‐fused heterocyclic scaffolds.