Collect. Czech. Chem. Commun. 2005, 70, 339-349

Novel Method for Preparation of Highly Substituted 6-Arylpurines by Reactions of 6-Alkynylpurines with Zirconacyclopentadienes

Pavel Tureka,b, Martin Kotoraa,b,*, Michal Hoceka,* and Ivan Votrubaa

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
b Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic


Reactions of various zirconacyclopentadienes bearing alkyl and aryl groups with 6-alkynylpurines in the presence of NiBr2(PPh3)2 afforded the corresponding 6-arylpurines with highly hydrophobic aryl moieties in low to moderate yields. Some of the title purines showed interesting cytostatic activity.

Keywords: Purines; Nucleosides; Alkynes; Cyclotrimerizations; Zirconium; Nickel; Cytostatic activity.

References: 36 live references.