Water‐Stable 2‐Pyridylboron Reagents: Pd‐Catalyzed 2‐Pyridylation Reaction of Aryl Halides

Abstract The stability of 2‐pyridylation reagents is a long‐standing issue in cross‐coupling chemistry due to hydrolysis. However, as the use of pyridine‐based pharmaceuticals continues to increase, there is a high demand for stable and reactive 2‐pyridylation reagents. Herein, a general strategy to prepare water‐stable 2‐pyridylboron reagents has been developed. The application of the water‐stable 2‐pyridylboron reagents in a neutral Suzuki–Miyaura coupling with a halide scavenger enables an efficient 2‐pyridylation reaction of aryl halides.

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Publication Details

Journal
Angewandte Chemie
Published
2025-02-20
DOI
https://doi.org/10.1002/ange.202500315
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Water‐Stable 2‐Pyridylboron Reagents: Pd‐Catalyzed 2‐Pyridylation Reaction of Aryl Halides

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Catalytic Cross-Coupling Reactions
article

Water‐Stable 2‐Pyridylboron Reagents: Pd‐Catalyzed 2‐Pyridylation Reaction of Aryl Halides

Xiaofan Jia, Wei Li, Yu Chen, Li Zhang, Yingming Yao, Ruihong Yuan
article en

Abstract

Abstract The stability of 2‐pyridylation reagents is a long‐standing issue in cross‐coupling chemistry due to hydrolysis. However, as the use of pyridine‐based pharmaceuticals continues to increase, there is a high demand for stable and reactive 2‐pyridylation reagents. Herein, a general strategy to prepare water‐stable 2‐pyridylboron reagents has been developed. The application of the water‐stable 2‐pyridylboron reagents in a neutral Suzuki–Miyaura coupling with a halide scavenger enables an efficient 2‐pyridylation reaction of aryl halides.

Angewandte ChemieVol. 137(18)
Soochow University (TW), Soochow University (CN)
National Natural Science Foundation of China, Government of Jiangsu Province, Soochow University
Openalex Percentile: Top 98%
Catalytic Cross-Coupling Reactions
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