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Synlett
DOI: 10.1055/a-2718-1886
Letter

N-heterocyclic Carbene Catalyzed Acylalkylation of Indole via C-C Bond Cleavage/ Dearomatization to Access the Multisubstituted Benzopyrrolizidinones

Authors

  • Ying Xie

    1   School of Chemistry and Environmental Engineering, Sichuan University of Science & Engineering, Zigong, China

  • Haiping Li

    2   Sichuan University of Science and Engineering, Sichuan University of Science and Engineering, Zigong, China (Ringgold ID: RIN74601)

  • Xin Hu

    2   Sichuan University of Science and Engineering, Sichuan University of Science and Engineering, Zigong, China (Ringgold ID: RIN74601)

  • Yinglong Lai

    3   Shaoguan University, Shaoguan University, Shaoguan, China (Ringgold ID: RIN47888)
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The developed of novel approaches to construct benzopyrrolizidinones skeleton under metal-free conditions remains a significant challenge in medicinal chemistry. Therefore, we report an efficient methodology for construction of multisubstituted benzopyrrolizidinones via N-heterocyclic carbene catalyzed acylalkylation reactions of indoles involving C-C bond cleavage and dearomatization. This method exhibits the broad scope, excellent diastereoselectivity, allowing for formation of multisubstituted benzopyrrolizidinones under mild conditions. Moreover, N-heterocyclic carbene catalyzed acylalkylation of Indole was further applied to the late-stage functionalization of pharmaceutical skeletons.



Publikationsverlauf

Eingereicht: 26. August 2025

Angenommen nach Revision: 07. Oktober 2025

Accepted Manuscript online:
07. Oktober 2025

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