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Issue 18, 2018
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Electrochemical synthesis of some 2-aminobenzofuran-3-carbonitrile and 2-aminobenzofuran-3-carboxylate derivatives: product diversity by changing the applied current density

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Abstract

Green syntheses of two different series of new benzofuran derivatives were carried out by anodic oxidation of 4,4′-biphenol (4BP) in the presence of some CH-acid compounds (malononitrile, methyl cyanoacetate and ethyl cyanoacetate) as nucleophiles by controlling the potential during electrolysis. The results indicate that the CH-acid compounds participate in a Michael-like addition reaction with the electrochemically generated diphenyl-p-quinone (DPQ), converting it to the corresponding products depending on the applied electrode potential or current density. In this study, the desired products in a water/ethanol (50/50, v/v) mixture were obtained with high yield and high atom economy using a simple and reagentless green galvanostatic method.

Graphical abstract: Electrochemical synthesis of some 2-aminobenzofuran-3-carbonitrile and 2-aminobenzofuran-3-carboxylate derivatives: product diversity by changing the applied current density

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Publication details

The article was received on 19 May 2018, accepted on 31 Jul 2018 and first published on 02 Aug 2018


Article type: Paper
DOI: 10.1039/C8NJ02486C
Citation: New J. Chem., 2018,42, 14876-14882
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    Electrochemical synthesis of some 2-aminobenzofuran-3-carbonitrile and 2-aminobenzofuran-3-carboxylate derivatives: product diversity by changing the applied current density

    M. Sharafi-Kolkeshvandi, D. Nematollahi, F. Pouladi and P. Patoghi, New J. Chem., 2018, 42, 14876
    DOI: 10.1039/C8NJ02486C

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