%0 Journal Article %A Kopp, Felix %A Knochel, Paul %D 2007 %T Functionalization of Unprotected Uracil Derivatives Using the Halogen−Magnesium Exchange %U https://acs.figshare.com/articles/journal_contribution/Functionalization_of_Unprotected_Uracil_Derivatives_Using_the_Halogen_Magnesium_Exchange/3010990 %R 10.1021/ol063136w.s001 %2 https://acs.figshare.com/ndownloader/files/4712302 %K LiCl %K ExchangeThe %K functionalized %K Halogen %K 2 equiv %K Functionalization %K HEPT precursors %K Unprotected Uracil Derivatives %K presence %K pharmaceutically %K functionalization %K derivative %K method %K synthesis %K electrophile %K iodouracil %K MeMgCl %K uracil %K trimagnesiated species %K Emivirine %X 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. %I ACS Publications