Treatment of uracil bases and protected nucleosides with iodine monochloride (ICl) gave the corresponding 5-iodouracil products in over 95% purified yields. Analogously facile chlorination was effected with iodobenzene dichloride (PhICl2). Protection of the nucleosides as p-toluyl esters provided reactants that were soluble in organic solvents and crystallized readily in high yields.
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Robins et al. (1982) studied this question.
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