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<p>A rhodium-catalyzed cyclopropanation of pyrrole derivatives with electron-rich cyclopropenes is reported for the efficient access to vinyl functionalized cyclopropane fused pyrrolidine scaffolds, including 2-azabicyclo[3,1,0]hex-3-ene and 5-azatricyclo[4.1.0.0<sup>2,4</sup>]heptane. The method features good yields and high diastereoselectivity. Electronic fine-tuning of these <i>N</i>-heterocycles via<i> N</i>-substituents proves key to the reactivity, offering a straightforward protocol for the synthesis of these cyclopropane-fused pyrrolidine scaffolds, which may have important medicinal relevance for further developments.</p> Graphical Abstract <p></p>

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Highly stereoselective synthesis of 2-Azabicyclo[3.1.0]hex-3-ene and 5-Azatricyclo[4.1.0.02,4]heptane scaffolds via Rh-catalyzed cyclopropanation of pyrrole

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年4月14日

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  • Dongyan Ju,
  • Chuang Zhao,
  • Bowen Liu,
  • Junming Ma,
  • Shushen Chi,
  • Jinbo Zhao

摘要

A rhodium-catalyzed cyclopropanation of pyrrole derivatives with electron-rich cyclopropenes is reported for the efficient access to vinyl functionalized cyclopropane fused pyrrolidine scaffolds, including 2-azabicyclo[3,1,0]hex-3-ene and 5-azatricyclo[4.1.0.02,4]heptane. The method features good yields and high diastereoselectivity. Electronic fine-tuning of these N-heterocycles via N-substituents proves key to the reactivity, offering a straightforward protocol for the synthesis of these cyclopropane-fused pyrrolidine scaffolds, which may have important medicinal relevance for further developments.

Graphical Abstract