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Note | Special issue | Vol 82, No. 1, 2010, pp.895-907
Published online, 13th July, 2010
DOI: 10.3987/COM-10-S(E)56
[2+2+2]-Cocyclotrimerization of 6-Alkynyl-7-benzylpurines with α,ω-Diynes

Stanislav Opekar, Pavel Turek, Radek Pohl, Blanka Klepetářová, Ivan Votruba, Michal Hocek,* and Martin Kotora*

*Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Praha 2, Czech Republic

Abstract

6-Alkynyl-7-benzylpurines were prepared by the Sonogashira reaction from 6-chloro-7-benzylpurines and terminal alkynes. The prepared alkynylpurines were cyclotrimerized with various 1,6-diynes in the presence of Ni(cod)2/2PPh3 catalytic system into the corresponding 6-aryl-7-benzylpurines under ambient conditions. The prepared 6-alkynyl- and 6-aryl-7-benzylpurines were tested for cytostatic activity.