Stabilized Sulfur Ylide Mediated Cyclopropanations and Formal [4+1] Cycloadditions of 3‐Acyl‐2<i>H</i>‐chromenones and Their Imines

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  • Xiang‐Suo Meng
    Key Laboratory of Pesticide & Chemical Biology Ministry of Education College of Chemistry 152 Luoyu Road 430079 Wuhan, Hubei China
  • Shan Jiang
    Key Laboratory of Pesticide & Chemical Biology Ministry of Education College of Chemistry 152 Luoyu Road 430079 Wuhan, Hubei China
  • Xiao‐Yun Xu
    Key Laboratory of Pesticide & Chemical Biology Ministry of Education College of Chemistry 152 Luoyu Road 430079 Wuhan, Hubei China
  • Qiang‐Xian Wu
    Key Laboratory of Pesticide & Chemical Biology Ministry of Education College of Chemistry 152 Luoyu Road 430079 Wuhan, Hubei China
  • Yu‐Cheng Gu
    Syngenta Jealott's Hill International Research Centre Bracknell RG42 6EY Berkshire UK
  • De‐Qing Shi
    Key Laboratory of Pesticide & Chemical Biology Ministry of Education College of Chemistry 152 Luoyu Road 430079 Wuhan, Hubei China

Abstract

<jats:p>Stabilized sulfur ylide mediated cyclopropanation and formal [4+1] cycloaddition of 3‐acyl‐2<jats:italic>H</jats:italic>‐chromenones and their imines were explored. The transformations could be performed under mild conditions and were shown to have wide substrate scopes and significant functional‐group tolerance; furthermore, the reactions proceeded with excellent regioselectivity. Thus, they are powerful methods for the one‐pot synthesis of highly functionalized cyclopropane‐ and dihydropyrrole‐fused chromen‐2‐one derivatives.</jats:p>

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