4.4 Article

Tandem oxidative amidation of benzyl alcohols with amine hydrochloride salts catalysed by iron nitrate

Journal

TETRAHEDRON LETTERS
Volume 54, Issue 36, Pages 4922-4925

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.07.005

Keywords

Oxidative amidation; Benzyl alcohol; Amides; Iron(III) nitrate; Tandem oxidation

Funding

  1. GlaxoSmithKline (GSK)
  2. Singapore Economic Development Board (EDB) for Green and Sustainable Manufacturing (GSM)
  3. Agency for Science, Technology and Research (A*STAR), Singapore

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A tandem process for the oxidative amidation of benzyl alcohols with amine hydrochloride salts has been developed using inexpensive Fe(NO3)(3) as the catalyst, air and aqueous t-butyl hydroperoxide as oxidants. A wide range of benzamides have been synthesized under mild conditions. This greener amide formation method provides an economical and practical assess to benzamides from readily available and inexpensive starting materials. (C) 2013 Elsevier Ltd. All rights reserved.

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