Functionalization of unprotected uracil derivatives using the halogen - Magnesium exchange

Felix Kopp, Paul Knöchel

Research output: Contribution to journalArticle

43 Scopus citations

Abstract

The reaction of commercially available 5-iodouracil with 2 equiv of MeMgCl in the presence of LiCl, followed by the addition of i-PrMgCl-LiCl, provides the corresponding trimagnesiated species, which reacts with various electrophiles to give selectively 5-functionalized uracil derivatives. This method was also successfully applied to the functionalization of 6-iodouracils including the synthesis of pharmaceutically relevant Emivirine and HEPT precursors.

Original languageEnglish (US)
Pages (from-to)1639-1641
Number of pages3
JournalOrganic Letters
Volume9
Issue number9
DOIs
StatePublished - Apr 26 2007

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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