Fluoro, alkylsulfanyl, and alkylsulfonyl leaving groups in suzuki cross-coupling reactions of purine 2'-deoxynucleosides and nucleosides.
[reaction: see text] Protected 2'-deoxynucleoside and nucleoside derivatives of 6-fluoropurine, 6-(3-methylbutyl)sulfanylpurine, and 6-(3-methylbutyl)ylsulfonylpurine undergo nickel- or palladium-mediated C-C cross-coupling with arylboronic acids to give good yields of 6-arylpurine products.
Liu
Jiangqiong
J
Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602-5700, USA.
Robins
Morris J
MJ
D002384:Catalysis; D003853:Deoxyribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
D003853:Deoxyribonucleosides; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D011684:Purine Nucleosides; D010165:Palladium; D009532:Nickel