Electrochemical Trifluoromethylation/1,5-HAT Reaction of <i>N</i>-Cyanamide Alkenes: Synthesis of Trifluoromethylated Cyclic Amidines and <i>N</i>-Acryloylpyrrolidin-2-one Derivatives

The electrochemical trifluoromethylation/1,5-HAT of <i>N</i>-cyanamide alkenes with CF<sub>3</sub>SO<sub>2</sub>Na has been achieved to construct trifluoromethylated cyclic amidines and <i>N</i>-acryloylpyrrolidin-2-one derivatives. This transformation was performed with readily available starting materials under mild conditions and required neither oxidants nor transition metal catalysts, exhibiting high atom economy.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-09-09
DOI
https://doi.org/10.1021/acs.joc.5c01733
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Electrochemical Trifluoromethylation/1,5-HAT Reaction of N-Cyanamide Alkenes: Synthesis of Trifluoromethylated Cyclic Amidines and N-Acryloylpyrrolidin-2-one Derivatives

Zhonglin Wei, Wei‐Wei Liao, Zhihua Yan, Yan Yan
2 links
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Electrochemical Trifluoromethylation/1,5-HAT Reaction of N-Cyanamide Alkenes: Synthesis of Trifluoromethylated Cyclic Amidines and N-Acryloylpyrrolidin-2-one Derivatives

Zhonglin Wei, Wei‐Wei Liao, Zhihua Yan, Yan Yan
article en

Abstract

The electrochemical trifluoromethylation/1,5-HAT of <i>N</i>-cyanamide alkenes with CF<sub>3</sub>SO<sub>2</sub>Na has been achieved to construct trifluoromethylated cyclic amidines and <i>N</i>-acryloylpyrrolidin-2-one derivatives. This transformation was performed with readily available starting materials under mild conditions and required neither oxidants nor transition metal catalysts, exhibiting high atom economy.

The Journal of Organic ChemistryVol. 90(37)
Jilin University (CN), Jilin Medical University (CN), State Key Laboratory of Inorganic Synthesis and Preparative Chemistry
Openalex Percentile: Top 82%
Fluorine in Organic Chemistry
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