Reactivity of oxonaphtoporphyrins. Efficient β-functionalization of the porphyrin ring on reaction with nitrogen or carbon nucleophiles

Oxonaphtoporphyrins show a 1,4 reactivity involving the conjugated pyrrole double bond, the addition being followed by oxidation or elimination leading to rearomatization. Addition of nitrogen or carbon nucleophiles gives amino and substituted aminoporphyrins, or alkyl and cyanoporphyrins, respectively.