ol063136w_si_001.pdf (389.24 kB)
Functionalization of Unprotected Uracil Derivatives Using the Halogen−Magnesium Exchange
journal contribution
posted on 2007-04-26, 00:00 authored by Felix Kopp, Paul KnochelThe 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.