Iron-Catalyzed Aerobic Oxidative Aromatic Coupling of Unprotected Primary Arylamines

A ligand-free, iron-catalyzed aerobic oxidative coupling of unprotected primary arylamines is reported. Utilizing inexpensive FeCl 3 and ambient air as the terminal oxidant, this protocol enables chemoselective ortho–ortho C(sp 2 )–C(sp 2 ) bond formation while bypassing traditional N-protection requirements. The method accommodates regioselective homo- and cross-coupling of primary arylamines, alongside heterocoupling with phenolic substrates, providing a protection-free platform for constructing complex biaryls directly from primary anilines.

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Publication Details

Journal
Organic Letters
Published
2026-06-17
DOI
https://doi.org/10.1021/acs.orglett.6c01760
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Iron-Catalyzed Aerobic Oxidative Aromatic Coupling of Unprotected Primary Arylamines

Xiang Lyu, Changyin Zhao, Qian Wan, S W et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

Iron-Catalyzed Aerobic Oxidative Aromatic Coupling of Unprotected Primary Arylamines

Xiang Lyu, Changyin Zhao, Qian Wan, S W, Xigong Liu, Lei Liu, Hongbin Liu, Xinning Wang, Jiazheng Wu
article en

Abstract

A ligand-free, iron-catalyzed aerobic oxidative coupling of unprotected primary arylamines is reported. Utilizing inexpensive FeCl 3 and ambient air as the terminal oxidant, this protocol enables chemoselective ortho–ortho C(sp 2 )–C(sp 2 ) bond formation while bypassing traditional N-protection requirements. The method accommodates regioselective homo- and cross-coupling of primary arylamines, alongside heterocoupling with phenolic substrates, providing a protection-free platform for constructing complex biaryls directly from primary anilines.

Organic Letters
Shandong University (CN), City University of Hong Kong, Shenzhen Research Institute (CN), Shandong First Medical University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Shandong Province, Taishan Scholar Project of Shandong Province, Shenzhen Fundamental Research Program, National Key Research and Development Program of China
Clean water and sanitation
Openalex Percentile: Top 13%
Catalytic C–H Functionalization Methods
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