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Communication | Regular issue | Vol 53, No. 3, 2000, pp.519-524
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8749
Electrochemistry of 1,3-Diazadihydroazulanone: Electrochemical Reduction and Oxidation of 1-Tosyl-3-aryl-1,3-diazadihydroazulanone Leading to Migration and Elimination of the Tosyl Group

Katsuhiro Saito,* Takayasu Ido, Yasutaka Awadu, Takashi Kanie, and Satoru Kondo

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

Abstract

Electrochemical oxidations of 1-tosyl-3-aryl-1,3-diazadihydroazulanones gave 6-tosyl-3-aryl-1,3-diazadihydroazulanones via migrations of the tosyl group. On the other hand, electrochemical reductions of the 1-tosylazulanones afforded 3-aryl-1,3-diazadihydroazulanones through eliminations of the tosyl group.