Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 9, Pages 4354-4362Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo300395x
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Funding
- 973 program [2011CB808600]
- NSFC [20902025, 21172075]
- Specialized Research Fund for the Doctoral Program of Higher Education [20090076120007]
- SMEC [12ZZ046]
- East China Normal University [11043]
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A metal-free tandem Friedel-Crafts/lactonization reaction to 3,3-diaryl or 3-alkyl-3-aryl benzofuranones catalyzed by HClO4 was reported. A variety of tertiary alpha-hydroxy acid esters could readily react with substituted phenols to afford the desired products in rich diversity. The synthetic utility of the products was demonstrated by the synthesis of polycyclic compounds. H-1 NMR studies supported that this tandem reaction proceeded via tandem Friedel-Crafts/lactonization sequence.
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