Reaction of protoporphyrin IX dimethyl ester with strongly activated dienophiles causes a Diels–Alder reaction to occur with the porphyrin periphery; elimination of the angular methyl group from these adducts gives monobenzoporphyrins.
A. R. Morgan, V. S. Pangka and D. Dolphin, J. Chem. Soc., Chem. Commun., 1984, 1047 DOI: 10.1039/C39840001047
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