Synthesis and reactivity of 2,3-dihydro-1H-2,3-benzodiazepine-1,4(5H)-dione

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 towa...

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 24; pp. 3791 - 3796
Main Authors Bihel, Frederic J. -J., Hellal, Malik, Bourguignon, Jean-Jacques
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 17.12.2007
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
amides
ACTIVATION
bicyclic compounds
aminations
hydrazine
benzodiazepine
ANHYDRIDE
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Summary: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.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2007-990893