SCHEDULED MAINTENANCE
Phthalimidonitrene adds to the 4,5-rather than the 2,3-double bond of trophone in accord with addition via the syn-arrangement (6) stabilised by two secondary interactions; thermal and photochemical rearrangement of the 8-azabicyclo[5.1.0]octadienone derivative (2; X = NR) at 80 °C proceeds by apparent C–C bond cleavage, to give (3).
D. W. Jones, J. Chem. Soc., Chem. Commun., 1978, 404 DOI: 10.1039/C39780000404
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