Regio- and chemoselective multiple functionalization of pyrimidine derivatives by selective magnesiations using TMPMgCl.LiCl

Org Lett. 2008 Jun 19;10(12):2497-500. doi: 10.1021/ol800790g. Epub 2008 May 29.

Abstract

Successive regio- and chemoselective magnesiations of pyrimidines using TMPMgCl.LiCl furnish, after trapping with various electrophiles, highly functionalized derivatives in good to excellent yields. Applications to the synthesis of antiviral and anti-inflammatory agents such as p38 and sPLA2 kinase inhibitors are reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkalies / chemistry
  • Combinatorial Chemistry Techniques*
  • Indicators and Reagents
  • Magnesium / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Pyrimidines / chemistry*
  • Stereoisomerism

Substances

  • Alkalies
  • Indicators and Reagents
  • Organometallic Compounds
  • Pyrimidines
  • TMPMgCl.LiCl
  • Magnesium