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.
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http://dx.doi.org/10.1039/c3ob40860d | DOI Listing |
Org Biomol Chem
September 2013
Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002, China.
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.
View Article and Find Full Text PDFChemistry
March 2013
Chemistry Department, National Taiwan Normal University, 88 Sec. 4, TingChow Rd., Taipei 116, Taiwan.
Substituted naphthofurans and benzofurans are easily accessible by treatment of naphthols/substituted phenols with nitroallylic acetates through a substitution-elimination process promoted by cesium carbonate. Reactions between naphthols and aromatic/heteroaromatic-substituted nitroallylic acetates gave the desired functionalized naphthofurans in high to excellent chemical yields (14-97%). On the other hand, treatment of phenol derivatives (i.
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