4.8 Article

Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 8, Pages 2743-2747

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201510533

Keywords

fluorine; isocyanides; photoredox catalysis; radical reactions; sulfones

Funding

  1. National Basic Research Program of China [2015CB931900, 2012CB821600]
  2. National Natural Science Foundation of China [21372246, 21421002, 21472221]
  3. Chinese Academy of Sciences, Shanghai Science and Technology program [15XD1504400]
  4. Syngenta Ph.D. Studentship

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The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible-light photoredox catalysis. A wide range of readily available mono-, di-, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals.

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