Synthesis and Reactions of Benzodioxolone-N,N-diethylimidinium Chloride

✍ Scribed by Doz. Dr. H. Gross; Dipl.-Chem. J. Rusche

• Publisher: John Wiley and Sons
• Year: 1964
• Tongue: English
• Weight: 235 KB
• Volume: 3
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.196405112

✦ Synopsis

To account for the formation of the pyrrole derivatives, we assume that, by analogy to the Polonovski reaction [3], the N-oxide is acetylated by the acetic anhydride at the oxygen. The intermediate (4), which cannot be isolated, loses a molecule of acetic acid with formation of a pyrroleninium cation (5), which is converted with loss of a proton into the mesomerically stabilized pyrrole system [4].