Quinoxalines, benzodiazepines and benzodiazocines fused to pyrrole and isoindole via N-acyliminium ion aromatic cyclization

Mohamed Othman (1) , Pascal Pigeon (1) , Pierre Netchitaïlo (1) , Abdel Daich (1) , Bernard Decroix (1)

1 ULH - Université Le Havre Normandie

Quinoxaline (6a), [1,4]benzodiazepines (6b,c) and [2,5]benzodiazocine (6d) were synthesized from hydroxylactams (3a-d) or (4a-d) via an N-acyliminium ion-pyrrole cyclization reaction. 3 and 4 were prepared in two steps from ready available substituted anilines (1a,b) or benzylamines (1c,d).

Domaines: Chimie; Chimie organique

Mohamed Othman, Pascal Pigeon, Pierre Netchitaïlo, Abdel Daich, Bernard Decroix. Quinoxalines, benzodiazepines and benzodiazocines fused to pyrrole and isoindole via N-acyliminium ion aromatic cyclization. Heterocycles, 2000, 52 (1), pp.273-281. ⟨10.3987/COM-99-S21⟩. ⟨hal-01230410⟩