1,4-Benzodiazepine N-nitrosoamidines: useful intermediates in the synthesis of tricyclic benzodiazepines.

摘要: 1,4-Benzodiazepine N-nitrosoamidines have been used as scaffolds for the preparation of different tricyclic derivatives. Replacement N-nitrosoamidine moiety through treatment with nucleophiles acetylhydrazine, aminoacetaldehyde dimethylacetal and 1-amino-2-propanol, followed by an acid-catalyzed cyclization step, afforded triazolo imidazobenzodiazepines 1, 6, 7, respectively, in good yields. When acetylhydrazine is a nucleophile, overall process provides alternative route to alprazolam (1b) triazolam (1c), respectively.