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Paper | Regular issue | Vol 24, No. 10, 1986, pp.2857-2862
Published online, 1st January, 1970
DOI: 10.3987/R-1986-10-2857
Synthesis of 2H-Pyrazolo[3,4-b]pyridines from 1,1,2,2-Tetracyanocyclopropanes

Masahiko Takahashi,* Toshiaki Orihara, Takanori Sasaki, Tetsuya Yamatera, Ken‘ichi Yamazaki, and Atomi Yoshida

*Department of Materials Sciences, Faculty of Engineering, Ibaraki University, 4-12-1 Nakanarusawamachi, Hitachi, Ibaraki 316-8511, Japan


Reaction of 3-substituted 1,1,2,2-tetracyanocyclopropanes (1) with phenylhydrazine proceeded through the formation of pyrazole-4-spirocyclopropanes (4) followed by the ring opening of the cyclopropane ring to give 4-vinylpyrazoles (5), from which 2H-pyrazolo[3,4-b]pyridines (6) were obtained.