Fluorescent 7-deazapurine derivatives from 5-iodocytosine via a tandem cross-coupling-annulation reaction with terminal alkynes

被引:24
作者
Hudson, RHE [1 ]
Dambenieks, AK [1 ]
Viirre, RD [1 ]
机构
[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada
关键词
annulation; cross-coupling; nucleobase; pyrrolocytosine; peptide nucleic acid;
D O I
10.1055/s-2004-832851
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorescent bicyclic analogs of cytosine have been synthesized directly from derivatives of 5-iodocytosine by a one-pot sequential Sonogashira cross-coupling and annulation with terminal alkynes. The spectral properties of these compounds depend on the identity of the alkyne. 7-Deazapurines synthesized from substituted phenylacetylenes possess greater fluorescence than those derived from alkyl substituted alkynes.
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页码:2400 / 2402
页数:3
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