5-Bromo- and 5–Iodo-N-1-sulfonylated Cytosine Derivatives. Exclusive Formation of Keto-Imino Tautomers

Abstract

N-1-Sulfonylated cytosine 5 and 5-halogeno-N-1-sulfonylated cytosine derivatives 1 and 2 were synthesized by condensation of silylated cytosine or 5-halogenocytosine bases with tosylchloride in acetonitrile, or by the reaction of cytosine or 5-halogenocytosine bases with tosylchloride in pyridine. The NMR evidences are presented, showing that 1 and 2 form exclusively rare keto-imino tautomers in DMSO-d6 solution, while N-1-sulfonylated cytosine 5 appears as a common keto-amino tautomer.

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@inproceedings{Krizmani20035BromoA5, title={5-Bromo- and 5–Iodo-N-1-sulfonylated Cytosine Derivatives. Exclusive Formation of Keto-Imino Tautomers}, author={Irena Krizmani and Draen Viki-Topi}, year={2003} }