4.8 Article

An efficient electrochemical method for the atom economical synthesis of some benzoxazole derivatives

Journal

GREEN CHEMISTRY
Volume 15, Issue 9, Pages 2441-2446

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3gc40954f

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Funding

  1. Bu-Ali Sina University Research Council
  2. Center of Excellence in Development of Environmentally Friendly Methods for Chemical Synthesis (CEDEFMCS)

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Electrochemical synthesis of some 2-arylbenzoxazoles were directly carried out via the electrochemical oxidation of 3,5-di-tert-butylcatechol in the presence of benzylamines without using any catalyst under mild and green conditions. The results show that electrogenerated 3,5-di-tert-butyl-1,2-benzoquinone participates in the reaction with benzylamine derivatives and, via the ECCE mechanism electron transfer + chemical reaction (imine formation) + chemical reaction (cyclization) + electron transfer, converts to the corresponding benzoxazole derivatives. In this work, some benzoxazole derivatives with high yields in aqueous solutions, without toxic reagents and solvents at a carbon electrode using an environmentally friendly novel method, are provided.

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