Issue 9, 2013

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

Abstract

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
21 May 2013
Accepted
19 Jun 2013
First published
20 Jun 2013

Green Chem., 2013,15, 2441-2446

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

H. Salehzadeh, D. Nematollahi and H. Hesari, Green Chem., 2013, 15, 2441 DOI: 10.1039/C3GC40954F

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