Tetrahedron letters

A new synthesis of oxcarbazepine using a Friedel–Crafts cyclization strategy

D Kaufmann, PC Fünfschilling, U Beutler, P Hoehn…

Index: Kaufmann, Daniel; Fuenfschilling, Peter C.; Beutler, Ulrich; Hoehn, Pascale; Lohse, Olivier; Zaugg, Werner Tetrahedron Letters, 2004 , vol. 45, # 27 p. 5275 - 5278

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Citation Number: 19

Abstract

A novel, simple, and straightforward process for the large-scale synthesis of oxcarbazepine, the active ingredient of Trileptal®, a medicine for the treatment of epilepsy, has been developed. Starting from readily available 1, 3-dihydro-1-phenyl-2H-indol-2-one, a Friedel– Crafts cyclization strategy provides a direct route to the tricyclic framework of the target molecule. Crucial to the success of the strategy was the choice of the proper nitrogen- ...