4.8 Article

Cross-Coupling of [2-Aryl-1,1,2,2-tetrafluoroethyl](trimethyl)silanes with Aryl Halides

Journal

ORGANIC LETTERS
Volume 17, Issue 14, Pages 3466-3469

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01510

Keywords

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Funding

  1. BBSRC
  2. ARC [SAE20131200603]
  3. European Union [H2020-MSCA-IF-2014-658405, FP7-PEOPLE-2012-ITN-316882]
  4. Royal Society
  5. Biotechnology and Biological Sciences Research Council [1112421] Funding Source: researchfish

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The synthesis of arylCF(2)CF(2)SiMe(3) and their reactivity in cross-coupling reactions with aryl iodides and aryl bromides to afford a range of 1,1,2,2-tetrafluoro-1,2-aryl-ethanes is reported. The use of pyridine as an alternative to phenanthroline, and the ability to carry out the reaction at 60 degrees C or room temperature are the key features of this Cu-Ag mediated cross-coupling methodology. The chemistry is compatible with (hetero)aryl halides, offering a platform to develop products of interest in material and medicinal chemistry.

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