Functionalization of Unprotected Uracil Derivatives Using the Halogen−Magnesium Exchange
2007-04-26T00:00:00Z (GMT)
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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.
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