Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation

RS Borisov, AI Polyakov, LA Medvedeva… - Organic …, 2010 - ACS Publications
RS Borisov, AI Polyakov, LA Medvedeva, VN Khrustalev, NI Guranova, LG Voskressensky
Organic letters, 2010ACS Publications
A novel and efficient method for the synthesis of heteroannulated [1, 4] benzodiazepines via
an isocyanide-based multicomponent reaction is reported. The tetrazolo [1, 5-a][1, 4]
benzodiazepines were obtained by a facile azide Ugi five-center four-component reaction (U-
5C-4CR) using ketones, sodium azide, ammonium chloride, and corresponding isocyanide.
The aforementioned tetrazolodiazepines represent a notable class of compounds with
proven platelet aggregation inhibitory and cholecystokinin agonist activities.
A novel and efficient method for the synthesis of heteroannulated [1,4]benzodiazepines via an isocyanide-based multicomponent reaction is reported. The tetrazolo[1,5-a][1,4]benzodiazepines were obtained by a facile azide Ugi five-center four-component reaction (U-5C-4CR) using ketones, sodium azide, ammonium chloride, and corresponding isocyanide. The aforementioned tetrazolodiazepines represent a notable class of compounds with proven platelet aggregation inhibitory and cholecystokinin agonist activities.
ACS Publications
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