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Synthesis and reactions of 1-methyl-5-tributylstannyl-4-trifluoromethylpyrazole
Authors:Takeshi Hanamoto  Mikio Egashira  Hiroshi Furuno
Affiliation:a Department of Chemistry and Applied Chemistry, Saga University, Honjyo-machi 1, Saga 840-8502, Japan
b Institute for Materials Chemistry and Engineering (IMCE), Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan
Abstract:N-Methylation at the pyrazole ring by sequential treatment of 5-tributylstannyl-4-trifluoromethylpyrazole with LDA and iodomethane regioselectively provided the title compound in high yield. The addition reaction of 5-lithiated-4-trifluoromethylpyrazole with a wide range of electrophiles allowed easy and high-yielding introduction of substituents on position 5.
Keywords:1-Methyl-5-tributylstannyl-4-trifluoromethylpyrazole   1-Methyl-5-substituted-4-trifluoromethylpyrazole   Cizolirtine CF3-analogue   Tributyl(3,3,3-trifluoro-1-propynyl)stannane
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