Abstract

The first examples of 5-alkynylcytosines (3) lacking other ring substitution have been synthesized directly from Sonogashira coupling of 5-iodocytsoine (1) with terminal alkynes. Alternatively, 7H-pyrrolo[2,3-d]-pyrimidin-2(H)-ones (4), via domino cross-coupling and cyclization reactions were prepared from N4-benzoyl-5-iodocytosine (2). Both the 5-phenylethynyl-cytosines and bicyclic derivatives show substituent-dependent fluorescence.

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