Oxidative Heck Reaction Of Fluorinated Olefins

  • ChemPubSoc Europe Logo
  • Author: Veronika Belusa
  • Published Date: 28 June 2015
  • Source / Publisher: European Journal of Organic Chemistry/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Oxidative Heck Reaction Of Fluorinated Olefins

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Fluorinated compounds are of great interest to medicinal chemistry, materials sciences and agrochemistry. Conjugated aromatic systems with trifluoromethyl groups such as β-(trifluoromethyl)styrene derivatives have found wide use in organic light-emitting diodes and in other applications of materials chemistry. The synthesis of these compounds is difficult, however.


Zhao-Tie Liu, Shaanix Normal University, Xi’an, China, Jian Lu, Xi’an Modern Chemistry Research Institute, China, and colleagues have developed a facile synthesis of (Z)-β-(trifluoromethyl)styrene derivatives (pictured). Commonly available 2,3,3,3-tetrafluoroprop-1-ene was used as a fluorine source in a palladium-catalyzed oxidative Heck reaction.


A large number of important arylboronic acids can be coupled with fluorinated olefins. This makes the method practical for the streamlined synthesis of functionalized styrenes.


 

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