AgOTf-catalyzed reactions of naphthols/substituted phenols with 2-hydroxychalcones: facile synthesis of di-aromatic ring-fused [3.3.1]bicyclic compounds

A simple and efficient method for the synthesis of functionalized di-aromatic ring-fused 2,8-dioxabicyclo[3.3.1]nonane derivatives catalyzed by silver triflate from easily available 2-hydroxychalcones and naphthols/substituted phenols is described. Two six-membered cycles were formed in a one-pot op...

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Veröffentlicht in:Organic & biomolecular chemistry 2013-09, Vol.11 (36), p.6029-6035
Hauptverfasser: Rao, Yin, Yin, Guodong
Format: Artikel
Sprache:eng
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Zusammenfassung:A simple and efficient method for the synthesis of functionalized di-aromatic ring-fused 2,8-dioxabicyclo[3.3.1]nonane derivatives catalyzed by silver triflate from easily available 2-hydroxychalcones and naphthols/substituted phenols is described. Two six-membered cycles were formed in a one-pot operation. This reaction was probably achieved via a Friedel-Crafts alkylation/bicyclization domino process.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob40860d