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2005
Fused pyrimidine derivatives
R 0515
Fluorescent 7-Deazapurine Derivatives from 5-Iodocytosine via a Tandem
Reaction with Terminal Alkynes. — One-pot
19- 175 Cross-Coupling—Annulation
sequential Sonogashira cross coupling—cyclization reaction of iodocytosine (I) with
various terminal alkynes provides an effective access towards fluorescent deazapurine
derivatives (III). The spectral properties depend on the nature of alkyne introduced. In
the case of N4-unprotected iodocytosine derivatives (IV), no cyclization occurs and the
alkynylcytosines (V) are obtained in excellent yields. — (HUDSON*, R. H. E.;
DAMBENIEKS, A. K.; VIIRRE, R. D.; Synlett 2004, 13, 2400-2402; Dep. Chem.,
Univ. West. Ont., London, Ont. N6A 5B7, Can.; Eng.) — Mischke
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