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Starting from two commercially available phenol derivatives, the thyroid hormone analog, GC-1, was successfully prepared. The strategy featured a convergent coupling of the two halves via the Lewis/Brønsted acid-mediated regioselective Friedel–Crafts-type (FC-type) benzylation to furnish the corresponding diarylmethane core as the key step. Various transition metal triflates were screened as catalysts...
A novel acid-mediated generation of quinone methides followed by nucleophilic addition of electron-rich aromatic compounds to furnish diarylmethanes has been developed. A wide range of electron-rich aromatic compounds including some heterocycles can be employed for this reaction to provide the corresponding diarylmethanes in good yields and regioselectivities.
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