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Paper | Regular issue | Vol 34, No. 1, 1992, pp.129-134
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5904
Electrochemical Formation of Indazoles from Tropone Tosylhydrazones: Electrochemical Oxidations of Sodium Salts of Tosylhydrazones of Tropone and 2-Phenyltropone

Katsuhiro Saito,* Masashi Hattori, Tatsuji Sato, and Kensuke Takahashi

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

Abstract

Electrochemical oxidations of the sodium salts of tropone and 2-phenyltropone tosylhydrazones afforded 2-tosyl-2H-indazole and 1-tosyl-7-phenyl-1H-indazole, respectively. The reactions proceeded through the cyclizations of the corresponding hydrazyl radicals generated by electrochemical one electron oxidations of the hydrazone anions.