Abstract
Reported is an efficient iron-catalyzed, microwave-promoted cascade benzylation-aromatic nucleophilic substitution of ortho-bromo benzyl derivatives with phenols to afford xanthenes. The benzylation reaction is carried out using FeCl3 as catalyst under microwave irradiation followed by cyclization (C-O bond formation) with Cs2CO3. A variety of benzylating reagents (benzyl acetates, benzyl bromides, and benzyl carbonates) and phenols (bearing EDGs and EWGs) are suitable. The reaction affords both 9-aryl and 9-alkyl xanthene derivatives in good to high yields.
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