Electrochemical Synthesis of Sulfonamide Derivatives Based on the Oxidation of 2,5-Diethoxy-4-Morpholinoaniline in the Presence of Arylsulfinic Acids

被引:20
|
作者
Beiginejad, Hadi [1 ]
Nematollahi, Davood [2 ]
机构
[1] Malayer Univ, Fac Sci, Dept Chem, Malayer, Iran
[2] Bu Ali Sina Univ, Fac Chem, Hamadan 6517838683, Iran
来源
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 13期
关键词
EFFICIENT METHOD; N; N-DIALKYL-P-PHENYLENEDIAMINES;
D O I
10.1021/jo500812d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Some new sulfonamide derivatives were synthesized in aqueous solutions via anodic oxidation of 2,5-diethoxy-4-morpholinoaniline in the presence of arylsulfinic acids using a commercial carbon anode. In addition, the formation mechanism of the products was discussed. The obtained data show that the electrogenerated quinone diimine undergoes a Michael-type addition reaction with arylsulfinic acids to yield the respective sulfonamide derivatives. In this work, two different types of products (mono- and disulfone derivatives) in the same precursor could be isolated just by controlling the exerted potentials.
引用
收藏
页码:6326 / 6329
页数:4
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