4.4 Article

Copper-mediated cyanation of aryl boronic acids using benzyl cyanide

Journal

TETRAHEDRON
Volume 69, Issue 39, Pages 8400-8404

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.07.063

Keywords

Copper catalysis; Cyanation; Benzyl cyanide; Boronic acid; C-H oxidation

Funding

  1. National Nature Science Foundation of China [21032005, 21272203, J1210042]

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An efficient copper-mediated synthesis of aryl nitrites from aryl boronic acids has been achieved using benzyl cyanide as a user-friendly cyanide source. Various aryl boronic acids underwent the reaction smoothly, affording the corresponding aryl nitrites in moderate to good yields. tert-Butyl hydroperoxide (TBHP) was found to be a critical agent facilitating the cyanation reaction. (C) 2013 Elsevier Ltd. All rights reserved.

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