Synthesis and Biological Profiling of Quinolino-Fused 7-Deazapurine Nucleosides
Marianne Fleuti,
Tania Sanchez-Quirante,
Lenka Poštová Slavětínská
et al.
Abstract:A series of quinolino-fused 7-deazapurine (pyrimido[5′,4′:4,5]pyrrolo[3,2-f ]quinoline) ribonucleosides were designed and synthesized. The synthesis of the key 11-chloro-pyrimido[5′,4′:4,5]pyrrolo[3,2-f ]quinoline was based on the Negishi cross-coupling of iodoquinoline with zincated 4,6-dichloropyrimidine followed by azidation and thermal or photochemical cyclization. Vorbruggen glycosylation of the tetracyclic heterocycle followed by cross-coupling or substitution reactions at position 11 gave the desired se… Show more
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