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Paper | Special issue | Vol 52, No. 1, 2000, pp.273-281
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S21
Quinoxalines, Benzodiazepines and Benzodiazocines Fused to Pyrrole and Isoindole via N-Acyliminium Ion Aromatic Cyclization

Mohamed Othman, Pascal Pigeon, Pierre Netchitaïlo, Adam Daïch, and Bernard Decroix*

*Laboratoire de Chimie, Faculté des Sciences et Techniques de l'Université du Havre, 25 rue Philippe Lebon, BP 540, 76600 Le Havre, France

Abstract

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 (la,b) or benzylamines (lc,d).