The Riboflavin catalyzed photodecomposition of 9-aminomethylacridan

✍ Scribed by George A. Digenis; V.M. Mihranian

• Book ID: 104236913
• Publisher: Elsevier Science
• Year: 1972
• Tongue: French
• Weight: 195 KB
• Volume: 13
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)85037-1

✦ Synopsis

Previously we have reported an unusual oxidative amine fragmentation of 9-aminomethylacridan (g-AMA) (I) to acridine (II) (Eq. 1) by pyridoxal', sodium 1,2-napthoquinone-4sulfonate, and nitrous acid*. Drawing upon our previous data 132 , we proposed a mechanism for the formation of acridine through a covalent bond formation between the primary amine nitrogen of I and the electrophile (E+ = pyridoxal, quinone, or NO+).