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Direct electrosynthesis of a series of novel caffeic acid analogues through a clean and serendipitous domino oxidation/thia-Michael reaction

Alizadeh, Abdoihamid and Khodaei, Mohammad Mehdi and Fakhari, Mitra and Shamsuddin, Mustaffa (2014) Direct electrosynthesis of a series of novel caffeic acid analogues through a clean and serendipitous domino oxidation/thia-Michael reaction. RSC Advances, 4 (40). pp. 20781-20788. ISSN 2046-2069

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Official URL: http://dx.doi.org/10.1039/c4ra02046d

Abstract

A series of novel caffeic acid analogues have been synthesized in an experimentally simple electrochemical procedure employing electrons as the only reagents in aqueous solution without introducing any catalyst or oxidant. It has been shown that the reactions proceed via a domino of electrochemical and chemical events (EC mechanism) with an interesting regioselectivity in the formation of arylsulfonyl-functionalized N-caffeoyl amides and caffeate esters. All products were purely obtained at the surface of anode (carbon rods) in excellent yields and no extra purification was needed. Structural characterization of these novel compounds was also performed using various spectroscopic techniques: FT-IR, 1HNMR, 13CNMR and HR-mass

Item Type:Article
Uncontrolled Keywords:caffeic acids, carbon rod, chemical events, EC mechanism, spectroscopic technique, structural characterization
Subjects:Q Science
Divisions:Science
ID Code:52406
Deposited By: Siti Nor Hashidah Zakaria
Deposited On:01 Feb 2016 11:53
Last Modified:17 Sep 2018 12:08

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