Synthesis of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines <i>via</i> [3 + 2] cycloaddition of di/trifluoroacetohydrazonoyl bromides and trifluoromethyl-substituted alkenes

An efficient [3 + 2] cycloaddition reaction of difluoromethyl or trifluoromethyl hydrazonoyl bromides with trifluoromethyl-substituted alkenes was investigated to produce a variety of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines in moderate to good yields. This protocol features obvious advantages such as easily available and stable substrates, step economy, gram-scalability and simple operation, providing a novel and practical method for the preparation of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2024-11-19
DOI
https://doi.org/10.1039/d4ob01160k
Citations
3
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.62
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article

Synthesis of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines via [3 + 2] cycloaddition of di/trifluoroacetohydrazonoyl bromides and trifluoromethyl-substituted alkenes

Yulai Hu, Gaowang Yang, Ying Fan, Ke‐Hu Wang et al.
3 citations
Organic & Biomolecular Chemistry
Fluorine in Organic Chemistry
0.62
article

Synthesis of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines via [3 + 2] cycloaddition of di/trifluoroacetohydrazonoyl bromides and trifluoromethyl-substituted alkenes

Yulai Hu, Gaowang Yang, Ying Fan, Ke‐Hu Wang, Danfeng Huang, Peng Jin, Junjiao Wang, Ruikang K. Wang, Zuyu Bai
article en
3 citations

Abstract

An efficient [3 + 2] cycloaddition reaction of difluoromethyl or trifluoromethyl hydrazonoyl bromides with trifluoromethyl-substituted alkenes was investigated to produce a variety of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines in moderate to good yields. This protocol features obvious advantages such as easily available and stable substrates, step economy, gram-scalability and simple operation, providing a novel and practical method for the preparation of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines.

Organic & Biomolecular ChemistryVol. 23(3)
Northwest Normal University (CN), Lanzhou University (CN)
Openalex Percentile: Top 35%
Fluorine in Organic Chemistry
0.62
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