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Benzimidazopurine nucleosides from N-aryl adenosine derivatives by PhI(OAc)-mediated C-N bond formation, no metal needed

Chemical Communications, ISSN: 1364-548X, Vol: 53, Issue: 14, Page: 2226-2229
2017
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The reaction of a variety of N-aryl 2′-deoxyadenosine and adenosine derivatives with PhI(OAc) 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.

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