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Paper | Regular issue | Vol 55, No. 6, 2001, pp.1071-1080
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9191
Electrochemistry of Aminoazines and Nitrones: Electrochemical Reductions of 2-Amino-1,4-pyrazine with Nitrones to Form Amide Compounds and Electrochemical Oxidations of Anilines with Nitrones to Form Imine Compounds and Benzaldehydes

Katsuhiro Saito,* Ayako Kawamura, Takashi Kanie, Yosuke Ueda, and Satoru Kondo

*Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan

Abstract

Electrochemical reductions of 2-amino-1,4-pyrazine in the presence of nitrone derivatives afforded two types of amide compounds, one of which was derived from both the pyrazine and the nitrones and the other from only the nitrones. The analogous reactions but using 2-aminopyridine or aniline instead of the pyrazine resulted in the recovery of the starting materials. On the other hand, electrochemical oxidations of the aminoazine derivatives in the presence of nitrones did not afford any isolatable products. However, the reaction using aniline derivatives formed imine compounds accompanied by benzaldehyde derivatives.