Copper-Catalyzed Sonogashira-Type Cross-Coupling of Trifluoroalkyl Bromides with Alkynes

Given the significance of propargyl trifluoromethyl scaffolds in drug discovery, the development of efficient synthetic approaches for their construction remains a pressing challenge. In this work, we present copper-catalyzed Sonogashira-type cross-coupling between trifluoroalkyl bromides and alkynes. This reaction proceeds under mild conditions with excellent regioselectivity, exhibits broad functional group tolerance across both aryl- and alkyl-substituted derivatives, and provides a practical and efficient approach for the synthesis of CF<sub>3</sub>-incorporated alkynes.

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Publication Details

Journal
Organic Letters
Published
2025-12-11
DOI
https://doi.org/10.1021/acs.orglett.5c04639
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Copper-Catalyzed Sonogashira-Type Cross-Coupling of Trifluoroalkyl Bromides with Alkynes

Ya-Wen Zuo, Xi‐Sheng Wang, Ruo‐Xing Jin, Yong Yang et al.
Organic Letters
Fluorine in Organic Chemistry
article

Copper-Catalyzed Sonogashira-Type Cross-Coupling of Trifluoroalkyl Bromides with Alkynes

Ya-Wen Zuo, Xi‐Sheng Wang, Ruo‐Xing Jin, Yong Yang, Jianliang Yu
article en

Abstract

Given the significance of propargyl trifluoromethyl scaffolds in drug discovery, the development of efficient synthetic approaches for their construction remains a pressing challenge. In this work, we present copper-catalyzed Sonogashira-type cross-coupling between trifluoroalkyl bromides and alkynes. This reaction proceeds under mild conditions with excellent regioselectivity, exhibits broad functional group tolerance across both aryl- and alkyl-substituted derivatives, and provides a practical and efficient approach for the synthesis of CF<sub>3</sub>-incorporated alkynes.

Organic LettersVol. 27(51)
University of Science and Technology of China (CN), Guizhou University (CN)
Openalex Percentile: Top 67%
Fluorine in Organic Chemistry
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