Homoazulene electrophilic aromatic substitution reactions. Parallels to the chemistry of azulene

✍ Scribed by Lawrence T. Scott; Chris A. Sumpter; Mitsunori Oda; Ihsan Erden

• Book ID: 104227018
• Publisher: Elsevier Science
• Year: 1989
• Tongue: French
• Weight: 274 KB
• Volume: 30
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)95186-4

✦ Synopsis

Homoazulene (l), like azulene (2), undergoes Friedel-Crafts acylation under exceptionally mild conditions (no Lewis acid) and exhibits the same site-selectivity as azulene; sequential disubstitution takes place exclusively at the a-and a'-positions in the smaller ring.