Functionalization of unprotected uracil derivatives using the halogen - Magnesium exchange

Felix Kopp, Paul Knöchel

Research output: Contribution to journalArticle

42 Citations (Scopus)

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
Externally publishedYes

Fingerprint

Halogens
uracil
Uracil
halogens
Magnesium
magnesium
Derivatives
synthesis
5-iodouracil
6-iodouracil
emivirine

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Functionalization of unprotected uracil derivatives using the halogen - Magnesium exchange. / Kopp, Felix; Knöchel, Paul.

In: Organic Letters, Vol. 9, No. 9, 26.04.2007, p. 1639-1641.

Research output: Contribution to journalArticle

Kopp, Felix ; Knöchel, Paul. / Functionalization of unprotected uracil derivatives using the halogen - Magnesium exchange. In: Organic Letters. 2007 ; Vol. 9, No. 9. pp. 1639-1641.
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