Issue 22, 2021

Electro-oxidative C–H amination of heteroarenes with aniline derivatives via radical–radical cross coupling

Abstract

The selective synthesis of C-2/C-3 aminated five-membered heteroarenes incorporated various functionalities with aniline derivatives in a sustainable way remains an unmet challenge. This protocol presents a practical protocol for the C–H amination of heteroarenes via an electro-oxidative cross coupling process. This electrosynthetic approach enables a facile access to a wide variety of synthetically useful hetero-arene derivatives, tolerates a wide range of functional groups, and is amenable to gram scale synthesis. In addition, a preliminary mechanistic study reveals that a radical cross coupling process between the N-centered radical and indole radical cation may be involved for this amination reaction.

Graphical abstract: Electro-oxidative C–H amination of heteroarenes with aniline derivatives via radical–radical cross coupling

Supplementary files

Article information

Article type
Communication
Submitted
06 Aug 2021
Accepted
07 Oct 2021
First published
09 Oct 2021

Green Chem., 2021,23, 8853-8858

Electro-oxidative C–H amination of heteroarenes with aniline derivatives via radical–radical cross coupling

X. Peng, J. Zhao, G. Ma, Y. Wu, S. Hu, Z. Ruan and P. Feng, Green Chem., 2021, 23, 8853 DOI: 10.1039/D1GC02821A

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