Electrochemical <i>meta</i> -C–H Silylation of Pyridines with Hydrosilanes

An electrochemical <i>meta</i>-C-H silylation of pyridines with readily available hydrosilanes is described. The reaction proceeds under mild conditions without noble metal catalysts or external oxidants using <i>N</i>-hydroxyphthalimide as a hydrogen-atom-transfer catalyst. In addition, quinolines and pyrazines are well tolerated, affording the corresponding silyl-functionalized azines.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-19
DOI
https://doi.org/10.1021/acs.joc.5c02473
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Electrochemical meta -C–H Silylation of Pyridines with Hydrosilanes

De‐Yong Yang, Feng Zhou, Shengchao Yang, Pengwei Xu et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Electrochemical meta -C–H Silylation of Pyridines with Hydrosilanes

De‐Yong Yang, Feng Zhou, Shengchao Yang, Pengwei Xu, Zheng Zhang, Ziyi Wang, Jian Zhou
article en

Abstract

An electrochemical <i>meta</i>-C-H silylation of pyridines with readily available hydrosilanes is described. The reaction proceeds under mild conditions without noble metal catalysts or external oxidants using <i>N</i>-hydroxyphthalimide as a hydrogen-atom-transfer catalyst. In addition, quinolines and pyrazines are well tolerated, affording the corresponding silyl-functionalized azines.

The Journal of Organic ChemistryVol. 91(1)
Shihezi University (CN), Ministry of Education of the People's Republic of China (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), Silicon Chemical (United States) (US), Green Chemistry (PL), State Key Laboratory of Organometallic Chemistry, East China Normal University (CN)
Openalex Percentile: Top 69%
Catalytic C–H Functionalization Methods
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