Catalytic cyclization of enediynes via intramolecular nucleophilic addition was achieved with TpRuPPh3(MeCN)2PF6 and platinum dichloride, giving naphthalene-fused 2,3-dihydrofurans and -pyrroles in good yields. On the basis of experimental results, the mechanism is proposed to involve nucleophilic addition to a π-alkyne intermediate, followed by alkyne insertion.
enediynes - aromatization - intramolecular nucleophilic addition - ruthenium - platinum