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

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...

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Bibliographic Details
Main Authors: Alizadeh, Abdoihamid (Author), Khodaei, Mohammad Mehdi (Author), Fakhari, Mitra (Author), Shamsuddin, Mustaffa (Author)
Format: Article
Language:English
Published: Royal Society of Chemistry, 2014.
Subjects:
Online Access:Get fulltext
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100 1 0 |a Alizadeh, Abdoihamid  |e author 
700 1 0 |a Khodaei, Mohammad Mehdi  |e author 
700 1 0 |a Fakhari, Mitra  |e author 
700 1 0 |a Shamsuddin, Mustaffa  |e author 
245 0 0 |a Direct electrosynthesis of a series of novel caffeic acid analogues through a clean and serendipitous domino oxidation/thia-Michael reaction 
260 |b Royal Society of Chemistry,   |c 2014. 
856 |z Get fulltext  |u http://eprints.utm.my/id/eprint/52406/1/MustaffaShamsuddin2014_Directelectrosynthesisofaseries.pdf 
520 |a 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 
546 |a en 
650 0 4 |a Q Science