Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers

In this study, we develop the synthesis methods of fluoroalkenes and fluoroenynes via Suzuki-Miyaura and Sonogashira cross-coupling reactions using novel multihalogenated fluorovinyl ethers, which are easily prepared from the reaction between phenols and 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane). These reactions make use of the unique structure of multihalogenated fluorovinyl ethers, which contains a reactive bromine atom, to afford a series of fluoroalkenes and fluoroenynes in moderate to high yields.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2024-10-24
DOI
https://doi.org/10.3762/bjoc.20.226
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers

Atsushi Tarui, Kentaro Kawai, Masaaki Omote, Kazuyuki Sato et al.
Beilstein Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers

Atsushi Tarui, Kentaro Kawai, Masaaki Omote, Kazuyuki Sato, Yukiko Karuo, Kazuhiko Hirata
article en

Abstract

In this study, we develop the synthesis methods of fluoroalkenes and fluoroenynes via Suzuki-Miyaura and Sonogashira cross-coupling reactions using novel multihalogenated fluorovinyl ethers, which are easily prepared from the reaction between phenols and 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane). These reactions make use of the unique structure of multihalogenated fluorovinyl ethers, which contains a reactive bromine atom, to afford a series of fluoroalkenes and fluoroenynes in moderate to high yields.

Beilstein Journal of Organic ChemistryVol. 20
Setsunan University (JP)
Openalex Percentile: Top 86%
Fluorine in Organic Chemistry
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