Ligand‐Promoted Cu(I)‐Catalyzed Coupling of Aryl Bromides With NH ‐Heterocycles in Aqueous Micellar Conditions

A general micellar catalysis protocol has been developed for ligand‐assisted copper‐catalyzed Ullmann‐type C─N coupling reactions in water using commercially available surfactant TPGS‐750‐M. This sustainable and cost‐effective method demonstrates broad substrate scope, efficiently coupling diverse (aryl)heteroaryl bromides with privileged nitrogen heterocycles including indoles, pyrazoles, imidazoles, and benzimidazoles. Notably, >20 examples of heteroaryl bromides are accommodated with good functional group tolerance. The green methodology provides practical access to biologically important N ‐arylated azoles, including structurally challenging polyheteroatomic frameworks, thereby offering significant advantages for pharmaceutical applications.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2026-09-22
DOI
https://doi.org/10.1002/adsc.70774
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
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article

Ligand‐Promoted Cu(I)‐Catalyzed Coupling of Aryl Bromides With NH ‐Heterocycles in Aqueous Micellar Conditions

Dawei Ma, Fabrice Gallou, Michaël Parmentier, Bin Wu et al.
Advanced Synthesis & Catalysis
Catalytic Cross-Coupling Reactions
article

Ligand‐Promoted Cu(I)‐Catalyzed Coupling of Aryl Bromides With NH ‐Heterocycles in Aqueous Micellar Conditions

Dawei Ma, Fabrice Gallou, Michaël Parmentier, Bin Wu, Wěi Li, Yuchen Li, Lanting Xu
article en

Abstract

A general micellar catalysis protocol has been developed for ligand‐assisted copper‐catalyzed Ullmann‐type C─N coupling reactions in water using commercially available surfactant TPGS‐750‐M. This sustainable and cost‐effective method demonstrates broad substrate scope, efficiently coupling diverse (aryl)heteroaryl bromides with privileged nitrogen heterocycles including indoles, pyrazoles, imidazoles, and benzimidazoles. Notably, >20 examples of heteroaryl bromides are accommodated with good functional group tolerance. The green methodology provides practical access to biologically important N ‐arylated azoles, including structurally challenging polyheteroatomic frameworks, thereby offering significant advantages for pharmaceutical applications.

Advanced Synthesis & CatalysisVol. 368(19)
University of Science and Technology of China (CN), Novartis (Switzerland) (CH), Novartis (China) (CN), Shanghai Institute of Organic Chemistry (CN)
Responsible consumption and production
Openalex Percentile: Top 20%
Catalytic Cross-Coupling Reactions
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Ligand‐Promoted Cu(I)‐Catalyzed Coupling of Aryl Bromides With NH ‐Heterocycles in Aqueous Micellar Conditions — Dawei Ma, Fabrice Gallou, et al. · Advanced Synthesis & Catalysis (2026) | TGRS Research Map | TGRS