Copper-Catalyzed Annulation or Homocoupling of Sulfoxonium Ylides: Synthesis of 2,3-Diaroylquinolines or α,α,β-Tricarbonyl Sulfoxonium Ylides

An unprecedented copper-catalyzed reaction of sulfoxonium ylides and anthranils is reported that enables an easy access to 2,3-diaroylquinolines through a [4+1+1] annulation. Copper-catalyzed homocoupling of sulfoxonium ylides provided α,α,β-tricarbonyl sulfoxonium ylides, which provides a strategy...

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Veröffentlicht in:Organic letters 2020-02, Vol.22 (4), p.1504-1509
Hauptverfasser: Zhu, Shuai, Shi, Kai, Zhu, Hao, Jia, Zhe-Kang, Xia, Xiao-Feng, Wang, Dawei, Zou, Liang-Hua
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Sprache:eng
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Zusammenfassung:An unprecedented copper-catalyzed reaction of sulfoxonium ylides and anthranils is reported that enables an easy access to 2,3-diaroylquinolines through a [4+1+1] annulation. Copper-catalyzed homocoupling of sulfoxonium ylides provided α,α,β-tricarbonyl sulfoxonium ylides, which provides a strategy to extend the carbon chain through C–C bond formation. The utility of the products as well as the mechanistic details of the process are presented.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00085