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0 4023

DOI: https://doi.org/10.6023/cjoc202604023

Electrochemical Direct Acyloxylation of Indoles with Ammonium Carboxylates as Acyloxyl Sources

  • Jingrui He ,
  • Yunxin Wang ,
  • Haibo Mei ,
  • Jianlin Han
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  • Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

Received date: 2026-04-15

  Revised date: 2026-05-19

  Online published: 2026-07-06

Supported by

National Natural Science Foundation of China (No.21761132021)

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Abstract

Electrochemical functionalization of indoles represents an efficient and green strategy for the synthesis of indole derivatives. Herein, we report for the first time an electrochemical C3 acyloxylation reaction of 2-arylindoles. This radical acyloxylation reaction uses tetrabutylammonium carboxylates as both the acyloxy sources and the electrolytes, affording acyloxylated indoles as products in moderate to excellent yields under catalyst- and oxidant-free conditions. Mechanistic studies disclose that this reaction proceeds via anodic oxidation of the indole to form a radical cation, followed by direct coupling with a carboxylate anion and subsequent deprotonation. The transformation features mild conditions, broad substrate scope, and scale-up applicability, which provides a new and green strategy for the synthesis of 3-acyloxyindoles.

Key words： 2-arylindoles; acyloxylation; electrochemical reaction; radical reaction; tetrabutylammonium acetate

Cite this article

Jingrui He , Yunxin Wang , Haibo Mei , Jianlin Han . Electrochemical Direct Acyloxylation of Indoles with Ammonium Carboxylates as Acyloxyl Sources[J]. Chinese Journal of Organic Chemistry, 0 : 4023 . DOI: 10.6023/cjoc202604023

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