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Paper | Special issue | Vol 56, No. 1-2, 2002, pp.129-138
Published online, 1st January, 1970
DOI: 10.3987/COM-01-S(K)5
Intramolecular Addition of a Hydroxyl to an N-Acyliminium System. Application to the Synthesis of Isoindolo[2,1-a][3,1]benzoxazine and Isoindolo[1,2-c][2,4]benzoxazepine Derivatives

Pascal Pigeon, Jana Sikoraiova, Stefan Marchalin, and Bernard Decroix*

*Laboratoire de Chimie, Faculté des Sciences et Techniques, Université du Havre, 25, rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France


The titled compounds were prepared by the reaction of hydroxylated lactam (3a-c) or (10) with p-toluenesulfonic acid in dichloromethane. The ratio of diastereomeric mixtures (4b/5b (2/1) or 4c/5c (2/1) or 11/12 (5/1) is discussed.