The Δ1-azapenem (3) is synthesised by cyclisation of the azetidinone isothiocyanate (7) followed by S-alkylation; the intermediate 7-oxo-3-thioxo-1,4-diazabicyclo[3.2.0]heptane-2-carboxylate (8) can be oxidised by benzeneseleninic anhydride to give a fused β,γ-lactam.
G. Johnson, P. M. Rees and B. C. Ross, J. Chem. Soc., Chem. Commun., 1984, 970 DOI: 10.1039/C39840000970
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