Concise approach toward tetrazolo[1,5-a][1,4]benzodiazepines via a novel multicomponent isocyanide-based condensation.
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.
Borisov
Roman S
RS
A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Science, 29, Leninsky Avenue, Moscow 119991, Russia.
Polyakov
Anatoliy I
AI
Medvedeva
Lidia A
LA
Khrustalev
Victor N
VN
Guranova
Natalia I
NI
Voskressensky
Leonid G
LG
D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D002766:Cholecystokinin / Q000819:agonists*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D009570:Nitriles; D010975:Platelet Aggregation Inhibitors; D013777:Tetrazoles; D001569:Benzodiazepines; D002766:Cholecystokinin