Synthesis of [2,3]naphthoporphyrins using 4,9-dihydro-4,9-ethano-2H-benz[f]isoindole as a benz[f]isoindole equivalent

We report a new synthesis of 1,4-dihydro-1,4-ethanonaphthalene using 4,9-dihydro-4,9-ethano-2H-benz[f]isoindole as the equivalent of benz[f]isoindole, from p-benzoquinone as a starting material via the Diels–Alder reaction, Luche reduction, and dehydroxylation. We also report the synthesis of various new [2,3]naphthoporphyrin derivatives and their metal complexes.