Intramolecular cyclization of m -homoprenylphenols through oxidative nucleophilic aromatic substitution.

We developed an intramolecular cyclization of m -homoprenylphenols and related m -prenylphenols to bicyclic skeletons by hypervalent iodine reagents through an oxidative nucleophilic aromatic substitution using the prenyl group as a carbon nucleophile. The reaction was applicable for the syntheses of 5/6-, 6/6-, and 7/6-fused ring systems.