Synthesis of functionalized cyanopyrazoles via magnesium bases

Org Lett. 2014 Dec 5;16(23):6120-3. doi: 10.1021/ol502977a. Epub 2014 Nov 13.

Abstract

4-Alkyl- and 4-H-pyrazoles were sequentially metalated using TMPMgCl·LiCl, and their reaction with electrophiles afforded 3-aryl-4-alkyl-5-cyanopyrazoles.

MeSH terms

  • Combinatorial Chemistry Techniques
  • Hydrocarbons, Halogenated / chemistry*
  • Magnesium / chemistry*
  • Molecular Structure
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Organometallic Compounds / chemistry
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Stereoisomerism

Substances

  • Hydrocarbons, Halogenated
  • Nitriles
  • Organometallic Compounds
  • Pyrazoles
  • TMPMgCl.LiCl
  • Magnesium