Benzimidazopurine Nucleosides from N-aryl Adenosine Derivatives by PhI(OAc)-mediated C-N Bond Formation, No Metal Needed

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2016 Dec 16

PMID 27976760

Citations 2

Authors

Sakilam Satishkumar

Mahesh K Lakshman

Affiliations

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Abstract

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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