Diastereoselective Construction of Indole-Bridged Chroman Spirooxindoles through a TfOH-Catalyzed Michael Addition-Inspired Cascade Reaction

The first highly diastereoselective Michael addition/condensation/Friedel–Crafts alkylation cascade reaction of 3-indolyl-substituted oxindoles with ortho-hydroxychalcones was established, which afforded a wide range of polycyclic indole-bridged chroman spirooxindoles with novel and complex scaffold...

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Veröffentlicht in:Journal of organic chemistry 2018-04, Vol.83 (7), p.3679-3687
Hauptverfasser: Guo, Jiaomei, Bai, Xuguan, Wang, Qilin, Bu, Zhanwei
Format: Artikel
Sprache:eng
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Zusammenfassung:The first highly diastereoselective Michael addition/condensation/Friedel–Crafts alkylation cascade reaction of 3-indolyl-substituted oxindoles with ortho-hydroxychalcones was established, which afforded a wide range of polycyclic indole-bridged chroman spirooxindoles with novel and complex scaffolds in moderate to excellent yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b00035