Copper-Catalyzed Intermolecular Aminotrifluoromethylation of Alkenes with Free Anilines

A general copper-catalyzed intermolecular aminotrifluoromethylation of alkenes with free anilines and Togni's reagent is reported. Distinguished by its versatile reactivity, this protocol enables the coupling of diverse primary and secondary anilines ranging from electron-deficient to oxidatively sensitive electron-rich substrates. The reaction features mild conditions and accommodates a wide range of alkenes, including styrenes, α-substituted styrenes, and unactivated alkenes. This method provides a robust platform for accessing β-trifluoromethyl amines, including those with quaternary carbon centers, and is applicable to the late-stage functionalization of pharmaceutical derivatives.

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Publication Details

Journal
Organic Letters
Published
2026-02-04
DOI
https://doi.org/10.1021/acs.orglett.5c05422
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Copper-Catalyzed Intermolecular Aminotrifluoromethylation of Alkenes with Free Anilines

Zhang-Long Yu, Xiaoji Wang, Q. H. Wang, Lei Xiang et al.
Organic Letters
Fluorine in Organic Chemistry
article

Copper-Catalyzed Intermolecular Aminotrifluoromethylation of Alkenes with Free Anilines

Zhang-Long Yu, Xiaoji Wang, Q. H. Wang, Lei Xiang, Yan Tan, Jin-Xiong Chen, He-Sheng Xiao, Zi-Jun Liu
article en

Abstract

A general copper-catalyzed intermolecular aminotrifluoromethylation of alkenes with free anilines and Togni's reagent is reported. Distinguished by its versatile reactivity, this protocol enables the coupling of diverse primary and secondary anilines ranging from electron-deficient to oxidatively sensitive electron-rich substrates. The reaction features mild conditions and accommodates a wide range of alkenes, including styrenes, α-substituted styrenes, and unactivated alkenes. This method provides a robust platform for accessing β-trifluoromethyl amines, including those with quaternary carbon centers, and is applicable to the late-stage functionalization of pharmaceutical derivatives.

Organic LettersVol. 28(6)
Dongguan University of Technology (CN), Songshan Lake Materials Laboratory (CN)
Clean water and sanitation
Openalex Percentile: Top 67%
Fluorine in Organic Chemistry
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