Cobalt-Catalyzed Electroreductive Cross-Coupling for the Synthesis of Atropisomeric 3-Arylindoles

The synthesis of atropisomeric 3-arylindoles via transition metal-catalyzed reductive cross-coupling remains challenging due to their intrinsically low rotational barriers and the comparable electronic characteristics of the two coupling partners. Herein, we present a cobalt-catalyzed enantioselective electroreductive cross-coupling between indole bromides and aryl iodides. This method enables efficient access to atropisomeric 3-arylindoles with high chemo- and enantioselectivities. Notably, it successfully addresses the challenges posed by indole substrates lacking electron-withdrawing groups at the 2-position.

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Publication Details

Journal
Synlett
Published
2026-02-05
DOI
https://doi.org/10.1055/a-2803-0467
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
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article

Cobalt-Catalyzed Electroreductive Cross-Coupling for the Synthesis of Atropisomeric 3-Arylindoles

Ping Fang, Shi-Shuo Xu, Tian‐Sheng Mei, Xin Chen
Synlett
Axial and Atropisomeric Chirality Synthesis
article

Cobalt-Catalyzed Electroreductive Cross-Coupling for the Synthesis of Atropisomeric 3-Arylindoles

Ping Fang, Shi-Shuo Xu, Tian‐Sheng Mei, Xin Chen
article en

Abstract

The synthesis of atropisomeric 3-arylindoles via transition metal-catalyzed reductive cross-coupling remains challenging due to their intrinsically low rotational barriers and the comparable electronic characteristics of the two coupling partners. Herein, we present a cobalt-catalyzed enantioselective electroreductive cross-coupling between indole bromides and aryl iodides. This method enables efficient access to atropisomeric 3-arylindoles with high chemo- and enantioselectivities. Notably, it successfully addresses the challenges posed by indole substrates lacking electron-withdrawing groups at the 2-position.

Synlett
Shanghai Institute of Organic Chemistry (CN), University of Chinese Academy of Sciences (CN)
Openalex Percentile: Top 65%
Axial and Atropisomeric Chirality Synthesis
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Cobalt-Catalyzed Electroreductive Cross-Coupling for the Synthesis of Atropisomeric 3-Arylindoles — Ping Fang, Shi-Shuo Xu, et al. · Synlett (2026) | TGRS Research Map | TGRS