Beilstein Journal of Organic Chemistry (Oct 2024)

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

  • Yukiko Karuo,
  • Keita Hirata,
  • Atsushi Tarui,
  • Kazuyuki Sato,
  • Kentaro Kawai,
  • Masaaki Omote

DOI
https://doi.org/10.3762/bjoc.20.226
Journal volume & issue
Vol. 20, no. 1
pp. 2691 – 2703

Abstract

Read online

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.

Keywords