Nickel/Photo-Cocatalyzed Cross-Coupling of Enol Silyl Ethers with α-Trifluoromethyl Bromides to Access β-CF<sub>3</sub>-Substituted Ketones

Herein, we introduce a nickel-photocatalyzed cross-coupling reaction between enol silyl ethers and CF<sub>3</sub>-substituted alkyl bromides. This method provides a streamlined approach for synthesizing a wide array of structurally diverse β-CF<sub>3</sub>-substituted ketones, achieving favorable yields under mild conditions. The practicality of this methodology is further underscored by its successful application in the late-stage functionalization of various pharmaceuticals and natural products.

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Publication Details

Journal
Organic Letters
Published
2025-02-03
DOI
https://doi.org/10.1021/acs.orglett.4c04220
Citations
8
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
6.33
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article

Nickel/Photo-Cocatalyzed Cross-Coupling of Enol Silyl Ethers with α-Trifluoromethyl Bromides to Access β-CF3-Substituted Ketones

Fei Pan, Yan Li Jiang, Yi Zhao, You-Zhi Liao
8 citations
Organic Letters
Fluorine in Organic Chemistry
6.33
article

Nickel/Photo-Cocatalyzed Cross-Coupling of Enol Silyl Ethers with α-Trifluoromethyl Bromides to Access β-CF3-Substituted Ketones

Fei Pan, Yan Li Jiang, Yi Zhao, You-Zhi Liao
article en
8 citations

Abstract

Herein, we introduce a nickel-photocatalyzed cross-coupling reaction between enol silyl ethers and CF<sub>3</sub>-substituted alkyl bromides. This method provides a streamlined approach for synthesizing a wide array of structurally diverse β-CF<sub>3</sub>-substituted ketones, achieving favorable yields under mild conditions. The practicality of this methodology is further underscored by its successful application in the late-stage functionalization of various pharmaceuticals and natural products.

Organic LettersVol. 27(6)
Sichuan Normal University (CN)
Openalex Percentile: Top 4%
Fluorine in Organic Chemistry
6.33
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