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Copper-Catalyzed [3 + 2] Annulation of <i>O</i>-Acyl Oximes with <i>p</i>-Hydroquinones for the Synthesis of 5-Hydroxyindoles.

Author information

Affiliations

  • 1. School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University, Changzhou, Jiangsu 213164, China.
      Authors
    • Zhang HP 1
    • Hu ZJ 1
    • Lyu X 1
    • Qiao EJ 1
    • Jin WB 1
    • Xu WY 1
    • Ding XH 1
    • Miao CB 1
    • Yang HT 1
    (9 authors)
  • 2. Changzhou Siyao Pharmaceuticals Co., Ltd., Changzhou, Jiangsu 213018, China.
      Authors
    • Chen W 2
    (1 author)

ORCIDs linked to this article

The Journal of Organic Chemistry, 04 Oct 2024, 89(20):14968-14980
https://doi.org/10.1021/acs.joc.4c01722 PMID: 39364928 

Abstract 

A copper-catalyzed [3 + 2] annulation of O-acyl oximes with 2-electron-withdrawing group substituted p-hydroquinones for the efficient synthesis of polysubstituted 5-hydroxyindoles is developed. Further intramolecular cyclization leads to the concise and rapid construction of several kinds of 3,4- and 4,5-fused polycyclic indoles.

Full text links 

Read article at publisher's site: https://doi.org/10.1021/acs.joc.4c01722

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Funding 

Funders who supported this work.

Jiangsu Provincial Key Laboratory of Advanced Catalytic Materials and Technology Department, Jiangsu Provincial Department of Science and Technology