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Paper | Regular issue | Vol 29, No. 8, 1989, pp.1545-1550
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5001
Reactions of Pyrazole and Pyrrole Derivatives with Trimethylchlorosilane

Katsuhiro Saito,* Yoichi Horie, Toyonobu Murase, and Kensuke Takahashi

*Faculty of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan


Reactions of 1-carbomethoxypyrazole and 1-carbomethoxypyrrole with trimethylchlorosilane in hexamethylphosphortriamide in the presence of magnesium afforded the parent compounds, respectively, eliminating the substituents. The similar reaction using 1-methylpyrazole gave 1-methyl-5-trimethylsilylpyrazole through a substitution reaction. The reactions are considered to proceed via radical anions of the heterocycles formed by electron transfers from magnesium.