Azoles as Suzuki cross-coupling leaving groups: syntheses of 6-arylpurine 2'-deoxynucleosides and nucleosides from 6-(imidazol-1-yl)- and 6-(1,2,4-triazol-4-yl)purine derivatives.
[reaction: see text] 6-(Imidazol-1-yl)-, 6-(benzimidazol-1-yl)-, and 6-(1,2,4-triazol-4-yl)purine nucleosides undergo a nickel-mediated C-C cross-coupling of azole-substituted purine derivatives with arylboronic acids to give good yields of 6-arylpurine nucleosides.
Liu
Jiangqiong
J
Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602-5700, USA.
Robins
Morris J
MJ
D001393:Azoles / Q000737:chemistry*; D002384:Catalysis; D003853:Deoxyribonucleosides / Q000032:analysis / Q000138:chemical synthesis*; D007093:Imidazoles / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D011684:Purine Nucleosides / Q000032:analysis / Q000138:chemical synthesis*; D014230:Triazoles / Q000737:chemistry*
D001393:Azoles; D003853:Deoxyribonucleosides; D007093:Imidazoles; D007202:Indicators and Reagents; D011684:Purine Nucleosides; D014230:Triazoles