Synthesis and reactions of 1-methyl-5-tributylstannyl-4-trifluoromethylpyrazole

Takeshi Hanamoto, Mikio Egashira, Kentaro Ishizuka, Hiroshi Furuno, Junji Inanaga

Research output: Contribution to journalArticle

24 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)6332-6338
Number of pages7
JournalTetrahedron
Volume62
Issue number26
DOIs
Publication statusPublished - Jun 26 2006

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Addition reactions
Methylation
pyrazole
methyl iodide

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis and reactions of 1-methyl-5-tributylstannyl-4-trifluoromethylpyrazole. / Hanamoto, Takeshi; Egashira, Mikio; Ishizuka, Kentaro; Furuno, Hiroshi; Inanaga, Junji.

In: Tetrahedron, Vol. 62, No. 26, 26.06.2006, p. 6332-6338.

Research output: Contribution to journalArticle

Hanamoto, Takeshi ; Egashira, Mikio ; Ishizuka, Kentaro ; Furuno, Hiroshi ; Inanaga, Junji. / Synthesis and reactions of 1-methyl-5-tributylstannyl-4-trifluoromethylpyrazole. In: Tetrahedron. 2006 ; Vol. 62, No. 26. pp. 6332-6338.
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