Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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An Environmentally Friendly Electrochemical Method for Synthesis of Benzofuranoquinone Derivatives
Saied Saeed Hosseiny DavaraniMojtaba ShamsipurDavood NematollahiSomayyeh RamyarLeila Masoumi
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2007 Volume 55 Issue 8 Pages 1198-1202

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Abstract

Electrochemical oxidation of catechols (1a—c) has been studied in the presence of 2-hydroxy-1,4-naphtoquinone (3b) in aqueous solutions, using cyclic voltammetry and controlled-potential coulometry. The results indicated that the electrochemically generated o-benzoquinones (2a—c) participate in Michael addition reaction with 3b to the corresponding benzofuranoquinones (8a—c, 10a—c). The electrochemical synthesis of these compounds has been successfully preformed at a carbon rod electrode with good yields using an environmentally friendly method.

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© 2007 The Pharmaceutical Society of Japan
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