Palladium-Catalyzed Ring-Opening Defluorinative Hiyama Cross-Coupling of gem-Difluorocyclopropanes with Arylsilanes

Zhi Shang Wang; Dong Guo Hong; Hongfang Li; Teck Peng Loh; Ming Zhu Lu

doi:10.1021/acs.joc.5c00564

Palladium-Catalyzed Ring-Opening Defluorinative Hiyama Cross-Coupling of gem-Difluorocyclopropanes with Arylsilanes

Zhi Shang Wang, Dong Guo Hong, Hongfang Li, Teck Peng Loh, Ming Zhu Lu

科研成果: 期刊稿件 › 文章 › 同行评审

摘要

We report an efficient palladium-catalyzed ring-opening defluorinative Hiyama cross-coupling of gem-difluorocyclopropanes with structurally diverse (hetero)arylsilanes through C-C bond activation and C-F bond cleavage. This regioselective ring-opening defluorinative Hiyama cross-coupling features a broad substrate scope with excellent functional group compatibility, affording a diverse variety of linear 2-fluoroallylic scaffolds in good yields with high Z-selectivity.

源语言	英语
页（从-至）	6054-6062
页数	9
期刊	Journal of Organic Chemistry
卷	90
期	17
DOI	https://doi.org/10.1021/acs.joc.5c00564
出版状态	已出版 - 2 5月 2025
已对外发布	是

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abstract = "We report an efficient palladium-catalyzed ring-opening defluorinative Hiyama cross-coupling of gem-difluorocyclopropanes with structurally diverse (hetero)arylsilanes through C-C bond activation and C-F bond cleavage. This regioselective ring-opening defluorinative Hiyama cross-coupling features a broad substrate scope with excellent functional group compatibility, affording a diverse variety of linear 2-fluoroallylic scaffolds in good yields with high Z-selectivity.",

author = "Wang, {Zhi Shang} and Hong, {Dong Guo} and Hongfang Li and Loh, {Teck Peng} and Lu, {Ming Zhu}",

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T1 - Palladium-Catalyzed Ring-Opening Defluorinative Hiyama Cross-Coupling of gem-Difluorocyclopropanes with Arylsilanes

AU - Wang, Zhi Shang

AU - Hong, Dong Guo

AU - Li, Hongfang

AU - Loh, Teck Peng

AU - Lu, Ming Zhu

PY - 2025/5/2

Y1 - 2025/5/2

N2 - We report an efficient palladium-catalyzed ring-opening defluorinative Hiyama cross-coupling of gem-difluorocyclopropanes with structurally diverse (hetero)arylsilanes through C-C bond activation and C-F bond cleavage. This regioselective ring-opening defluorinative Hiyama cross-coupling features a broad substrate scope with excellent functional group compatibility, affording a diverse variety of linear 2-fluoroallylic scaffolds in good yields with high Z-selectivity.

AB - We report an efficient palladium-catalyzed ring-opening defluorinative Hiyama cross-coupling of gem-difluorocyclopropanes with structurally diverse (hetero)arylsilanes through C-C bond activation and C-F bond cleavage. This regioselective ring-opening defluorinative Hiyama cross-coupling features a broad substrate scope with excellent functional group compatibility, affording a diverse variety of linear 2-fluoroallylic scaffolds in good yields with high Z-selectivity.

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U2 - 10.1021/acs.joc.5c00564

DO - 10.1021/acs.joc.5c00564

M3 - 文章

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SN - 0022-3263

VL - 90

SP - 6054

EP - 6062

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

Palladium-Catalyzed Ring-Opening Defluorinative Hiyama Cross-Coupling of gem-Difluorocyclopropanes with Arylsilanes

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