Abstract
The reaction of a variety of N6-aryl 2'-deoxyadenosine and adenosine derivatives with PhI(OAc)2 in 1,1,1,3,3,3-hexafluoro-2-propanol provides a facile access to benzimidazopurine nucleoside analogues by metal-free C-N bond formation with a purinyl nitrogen atom. These reactions likely proceed via radical-cation/radical processes as indicated by radical inhibition experiments.
MeSH terms
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Adenosine / analogs & derivatives*
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Benzimidazoles / chemistry
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Carbon / chemistry
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Catalysis
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Deoxyadenosines / chemistry*
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Free Radicals / chemistry
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Luminescent Measurements
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Nitrogen / chemistry
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Nucleosides / chemical synthesis
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Nucleosides / chemistry
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Propanols / chemistry
Substances
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Benzimidazoles
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Deoxyadenosines
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Free Radicals
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Nucleosides
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Propanols
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hexafluoroisopropanol
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Carbon
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benzimidazole
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Adenosine
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Nitrogen
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2'-deoxyadenosine