Electro-oxidation of catechols in the presence of benzenesulfinic acid. Application to electro-organic synthesis of new sulfone derivatives

被引：75

作者：

Nematollahi, D ^{[1
]}

Rahchamani, RA ^{[1
]}

机构：

[1] Univ Bu Ali Sina, Fac Sci, Dept Chem, Hamadan 65174, Iran

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 2002年 / 520卷 / 1-2期

关键词：

electro-organic synthesis; catechol; benzenesulfinic acid; sulfone derivatives;

D O I：

10.1016/S0022-0728(02)00654-X

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The mechanism of electrochemical oxidation of catechol (1a), 3-methylcatechol (1b) and 3-methoxycatechol (1c) in the presence of benzenesulfinic acid (3) as a nucleophile has been studied in an aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the catechol derivatives (1a-1c) are converted to sulfone derivatives (4a-4c) through Michael addition of benzenesulfinate to anodically generated o-quinones (2a-2c). The electrochemical synthesis of 4a-4c has been successfully performed in an undivided cell in good yields and purity. (C) 2002 Published by Elsevier Science B.V.

引用

页码：145 / 149

页数：5

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