Nucleosides, Nucleotides & Nucleic Acids 2005-01-01

A direct synthesis of pyrrolocytosine from 5-iodocytosine.

R H E Hudson, A K Dambenieks, R D Viirre

Index: Nucleosides Nucleotides Nucleic Acids 24 , 581-584, (2005)

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Abstract

We have employed a tandem Sonogashira/annulation reaction between 5-iodocytosine derivatives and terminal alkynes to yield the fluorescent bicyclic nucleobase pyrrolcytosine. Pyrrolocytosine bearing substituents only on the pyrrole ring are conveniently synthesized from 5-iodocytosine. Water soluble pyrrolocytosines are being investigated as reporter groups in SNP analysis.