ChemInform Abstract: Regioselective Superacid-Catalyzed Electrocyclization of Diphenylmethyl Cations to Fluorenes, Phenanthrols and Benzofurans.
Abstract
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ChemInform Abstract
Electrocyclization of in situ generated diphenyl(benzoyl)methane cations in the presence of superacid TfOH provides benzofuran (V), fluorene (II) or phenanthrene derivatives (III) depending on the substitution pattern at the aromatic rings. Additionally, the nature of substituents at the diarylmethyl rings determines the regioselectivity of cyclization [cf. (IIIb) vs. (IIIc)].
