Synthesis and Reactivity of 2,3-Dihydro-1H-2,3-benzodiazepine-1,4(5H)-dione

Frédéric J.-J. Bihel; Malik Hellal; Jean-Jacques Bourguignon

doi:10.1055/s-2007-990893

PAPER

Synthesis and Reactivity of 2,3-Dihydro-1H-2,3-benzodiazepine-1,4(5H)-dione

Frédéric J.-J. Bihel*, Malik Hellal, Jean-Jacques Bourguignon
Institut Gilbert Laustriat, UMR 7175 CNRS, Département Pharmacochimie de la Communication Cellulaire, Faculté de pharmacie, Université Strasbourg I, 74 route du rhin, BP60024, 67400 Illkirch Graffenstaden, France
Fax: +33(3)90244310; e-Mail: frederic.bihel@pharma.u-strasbg.fr;

Abstract

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Abstract

Based on an orthogonal protective group strategy dealing with N-protected hydrazine, we established for the first time a highly efficient synthetic pathway leading to 2,3-benzodiazepine-1,4-dione. Moreover, the versatile reactivities exhibited by this 2,3-benzodiazepine-1,4-dione were evaluated towards both benzylation and amination reactions.

Key words

benzodiazepine - hydrazine - amides - aminations - bicyclic compounds

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