Concise Synthesis of Azaphenanthrene Alkaloid Eupolauramine Via Au(I)‐Catalyzed Cycloisomerization and Intramolecular Ullmann‐Type Coupling Reaction
ABSTRACT A 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.
Authors
- Eunyeong Kim
- Young Taek Han (ORCID: https://orcid.org/0000-0002-3617-1181)
Institutions
- Dankook University (KR)
Publication Details
- Journal
- Journal of Heterocyclic Chemistry
- Published
- 2024-09-02
- DOI
- https://doi.org/10.1002/jhet.4889
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Research Foundation
- Dankook University
- National Research Foundation of Korea
- Ministry of Science and ICT, South Korea