Nucleic acid related compounds. 38. Smooth and high-yield iodination and chlorination at C-5 of uracil bases and p-toluyl-protected nucleosides

MJ Robins, PJ Barr, J Giziewicz

Index: Robins, Morris, J.; Barr, Philip J.; Giziewicz, Jerzy Canadian Journal of Chemistry, 1982 , vol. 60, p. 554 - 557

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Citation Number: 91

Abstract

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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