A Facile Synthesis of Bridged Polycyclic Naphthooxazocine Skeletons: Eight-Membered-Ring Constructions via Tandem Dinucleophilic Addition of Naphthalenols to Quinolinium Salts

✍ Scribed by Firouz Matloubi Moghaddam; Salman Taheri; Zohreh Mirjafary; Hamdollah Saeidian; Mostafa Kiamehr; Mohsen Tafazzoli

• Book ID: 102256596
• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: German
• Weight: 158 KB
• Volume: 94
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.201000144

✦ Synopsis

Abstract

The efficient synthesis of bridged polycyclic naphthooxazocines 3 via addition of naphthalenols 1 as a bis‐nucleophile to N‐alkylquinolinium salts 2 is described (Scheme 1 and Table 2). This new approach provides a powerful entry into polycyclic structures containing bicyclic N,O‐acetals related to bioactive compounds.