Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes

We report herein the palladium-catalyzed Hiyama cross-coupling of heterocyclic phosphonium salts with diverse (hetero)arylsilanes through C-P bond cleavage, providing an alternative approach for the highly regioselective functionalization of pyridines and relevant nitrogen-containing heterocycles. This silicon-based protocol is amenable to gram-scale synthesis and also applicable to the late-stage functionalization of pharmaceutically relevant complex molecules.

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Publication Details

Journal
Organic Letters
Published
2025-04-14
DOI
https://doi.org/10.1021/acs.orglett.5c00709
Citations
8
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
7.49

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article

Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes

Teck‐Peng Loh, Mingzhu Lu, Hongfang Li, Yaqi Liu et al.
8 citations
Organic Letters
Catalytic Cross-Coupling Reactions
7.49
article

Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes

Teck‐Peng Loh, Mingzhu Lu, Hongfang Li, Yaqi Liu, Rui Yang
article en
8 citations

Abstract

We report herein the palladium-catalyzed Hiyama cross-coupling of heterocyclic phosphonium salts with diverse (hetero)arylsilanes through C-P bond cleavage, providing an alternative approach for the highly regioselective functionalization of pyridines and relevant nitrogen-containing heterocycles. This silicon-based protocol is amenable to gram-scale synthesis and also applicable to the late-stage functionalization of pharmaceutically relevant complex molecules.

Organic LettersVol. 27(16)
Nanyang Technological University (SG), Henan University of Technology (CN), Huaiyin Normal University (CN)
National Natural Science Foundation of China, Government of Jiangsu Province
Openalex Percentile: Top 3%
Catalytic Cross-Coupling Reactions
7.49
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Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes — Teck‐Peng Loh, Mingzhu Lu, et al. · Organic Letters (2025) | TGRS Research Map | TGRS