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Tandem Staudinger and intramolecular aza-Wittig reactions followed by cyclodehydration of the linear N-[N-(2-azidobenzoyl)-2-aminobenzoyl]glycine ethyl ester furnished the tetracyclic quinazolino[3,2-d][1,4]benzodiazepine-6,9-dione ring system found in some biologically active natural alkaloids. This method was successfully implemented to synthesize asperlicin D from a linear peptide containing ester and azido terminal groups.

Efficient protocol to quinazolino[3,2-d][1,4]benzodiazepine-6,9-dione via Staudinger-aza-Wittig cyclization: application to synthesis of Asperlicin D