An Ugi Reaction/Intramolecular Cyclization/Oxidation Cascade towards Tetrazole-Linked Dibenzoxazepines

A series of tetrazole-linked dibenzo [b , f ] [1,4]oxazepines is synthesized through a short sequence involving an Ugi tetrazole reaction. The intermediate tetrazole undergoes a potassium carbonate mediated S (N) Ar cyclization, followed by oxidation to afford the target tricyclic heterocyclic scaffold. The optimization, scope and limitations of this two-step and efficient methodology are investigated. A 1000-member library of tetrazole-linked dibenzo [b , f ] [1,4]oxazepines is generated and the physicochemical properties are analyzed. great

Automated summary

A series of tetrazole-linked dibenzo[b,f][1,4]oxazepines are synthesized through a short sequence involving an Ugi tetrazole reaction, S(N)Ar cyclization, and oxidation to afford the target tricyclic heterocyclic scaffold. A 1000-member library of these compounds is generated and the physicochemical properties are analyzed.