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Benzimidazopurine nucleosides from N6-aryl adenosine derivatives by PhI(OAc)2-mediated C-N bond formation, no metal needed.

Sakilam SatishkumarMahesh K Lakshman
Published in: Chemical communications (Cambridge, England) (2018)
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.
Keyphrases
  • structure activity relationship
  • electron transfer
  • protein kinase
  • quantum dots
  • transition metal