Pd-Xantphos-catalyzed direct arylation of nucleosides.
Direct arylation of the exocyclic amino groups of nucleosides represents a simple approach to N-aryl nucleoside derivatives. To date, one limitation has been that only electron-deficient aryl bromides and triflates possessed adequate reactivity for efficient, direct N-arylation of nucleosides. We demonstrate herein that Pd-Xantphos catalytic systems lead to successful N-arylation of suitably protected 2'-deoxyadenosine and 2'-deoxyguanosine with a wide range of aryl bromides.
Ngassa
Felix N
FN
Department of Chemistry, Grand Valley State University, Allendale, Michigan 49401, USA. ngassaf@gvsu.edu
Dekorver
Kyle A
KA
Melistas
Theothora S
TS
Yeh
Edmund A-H
EA
Lakshman
Mahesh K
MK
D002384:Catalysis; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D014966:Xanthenes / Q000737:chemistry*
D009705:Nucleosides; D010720:Phosphines; D014966:Xanthenes; D010165:Palladium; C519861:xantphos