SYNTHETIC APPROACHES TO 1,5-BENZODIAZEPINE-2,4-DIONE DERIVATIVES: A REVIEW

Abstract

The current article review reported various synthetic routes for the preparation of a several
substituted 1,5-benzodiazepine-2,4-diones with potent biological proporties.
The 1,5-benzodiazepine-2,4-diones were synthesized by the condensation of o-phenylene
diamines and several malonic derivatives under various conditions. Also, the authors used as
starting materials substituted o-nitroanilines which were converted to the corresponding
o-phenylenediamines under reduction reactions. The latter compounds reacted with
phenylhydrazonomalonyl dichloride leading to 3-phenylhydrazono-1,5-benzodiazepine-2,4-
diones which undergo a chemical reduction to afford 3-amino-1,5-benzodiazepine-2,4-diones.
The latter compounds reacted with aryl isocyanates or aryl chloroformate to lead to racemic
3-arylureido (carbamate) substituted-1,5-benzodiazepine-2,4-diones. Moreover, the authors
used multicomponent reactions (MCRs) regarded as a powerful green synthetic route in
organic chemistry. Thus, the authors employed as starting materials, o-phenylenediamines,
Meldrum’s acid, isocyanids, carbonyl compounds in the presence or absence of catalysts. A
plausible reaction mechanism has been proposed to explain the formation of 3-substituted1,5-benzodiazepine-2,4-diones.