Access to arylurazoles bearing both central and C-N axial chirality via asymmetric desymmetrization catalyzed by chiral phosphoric acid

Key Points

• To explore a method for synthesizing arylurazoles with both central and C-N axial chirality using asymmetric desymmetrization.
• Conducted asymmetric desymmetrization of 4-aryl-1,2,4-triazole-3,5-diones (ATADs)
• Utilized conjugate addition of pyrazolones
• Catalyzed reaction with chiral phosphoric acid
• Successfully constructed central and C-N axial chirality in products
• Yielded atropisomeric arylurazoles
• Demonstrated the effectiveness of chiral phosphoric acid in driving the reaction

Abstract