4.6 Article

Ethylenediamine/Cu(OAc)2 • H2O-catalyzed cyanation of aryl halides with K4[Fe(CN)6]

Journal

CATALYSIS COMMUNICATIONS
Volume 10, Issue 6, Pages 768-771

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.catcom.2008.11.034

Keywords

Cyanation; Aryl halide; Copper; Aryl nitrile; Potassium hexacyanoferrate

Funding

  1. National High Technology Research and Development Program of China [2007AA05Z454]
  2. Innovation Scientists and Technicians Troop Construction Projects of Henan Province [084200510015]

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Commercially available and inexpensive ethylenediamine/Cu(OAc)(2) center dot H2O has been found to be a highly effective catalyst system for the cyanation of aryl bromides in the solvent of NMP. At the same time, the highly activated aryl chlorides with NO2 groups gave corresponding benzonitriles in good yields. Similar to the previous observation, it is not necessary to use an excess of K-4[Fe(CN)(6)] in the cyanation reaction (only 20 mol% of K-4[Fe(CN)(6)] was used). In other hand, a more remarkable KI-accelerated effect was observed for the cyanation reaction: the addition of KI increased the yield from 6% to 91% in the cyanation of bromobenzene. (c) 2008 Elsevier B.V. All rights reserved.

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