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Paper | Regular issue | Vol 63, No. 5, 2004, pp.1093-1112
Published online, 12th March, 2004
DOI: 10.3987/COM-04-10022
Synthesis of Substituted 1,4-Benzoxazepin-3-one Derivatives

Yann Davion, Gérald Guillaumet, Jean-Michel Léger, Christian Jarry, Brigitte Lesur, and Jean-Yves Mérour*

*Instiut de Chimie Organique et Analytique, C.N.R.S., Unviersité d’Orléans, BP 6759, Rue de Chartres, 45067 Orleans Cedex, France

Abstract

A synthesis of substituted 1,4-benzoxazepin-3-one is described starting from salicylaldehyde, aniline and chloroacetyl chloride. Use of 2-bromo-3-phenylpropionyl chloride gave access to 2-benzyl-1,4-benzoxazepin-3-one; an addition/elimination sequence afforded the corresponding benzylidene derivative which structure has been confirmed by an X-Ray analysis. Biphenyl substituents were also introduced in position -4 of this scaffold.