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Copper-Catalyzed Oxidative Cyclization of 2-(1H-pyrrol-1-yl)aniline and Alkylsilyl Peroxides: a Route to Pyrrolo[1,2-a]quinoxalines
  • +4
  • Zhenyu An,
  • Man Miao,
  • Fengkai Sun,
  • Xiao-Bing Lan,
  • Jiang-Qiang Yu,
  • Xiaoli Guo,
  • Jian Zhang
Zhenyu An
Ningxia Medical University
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Man Miao
Ningxia Medical University
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Fengkai Sun
Ningxia Medical University
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Xiao-Bing Lan
Ningxia Medical University
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Jiang-Qiang Yu
Ningxia Medical University
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Xiaoli Guo
Ningxia Medical University
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Jian Zhang
Shanghai Jiao Tong University School of Medicine

Corresponding Author:jian.zhang@sjtu.edu.cn

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Abstract

An efficient and convenient method was developed for the one-pot construction of pyrrolo[1,2-a]quinoxalines via a Cu(II)-catalyzed domino reaction between 2-(1H-pyrrol-1-yl)anilines and alkylsilyl peroxides. The synthetic protocol is characterized by a broad sub-strate scope, O2 as oxidant, and commercially readily available catalysts. This reaction proceeds through a C–C bond cleavage and new C–C and C–N bond formation. A mechanistic study suggests that alkyl radical species participate in the cascade reaction.
11 Sep 2023Submitted to Chinese Journal of Chemistry
12 Sep 2023Submission Checks Completed
12 Sep 2023Assigned to Editor
12 Sep 2023Review(s) Completed, Editorial Evaluation Pending
12 Sep 2023Reviewer(s) Assigned