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Note | Special issue | Vol 66, No. 1, 2005, pp.543-548
Published online, 2nd December, 2005
DOI: 10.3987/COM-05-S(K)6
Direct C-C Coupling of meso-Octamethylcalix[4]pyrrole with 6-Nitroazolopyrimidines

Oleg N. Chupakhin,* Nadezhda A. Itsikson, Sergey Sh. Bashirov, Dmitry G. Beresnev, and Gennady L. Rusinov

*Institute of Organic Synthesis, Urals Branch, Russian Academy of Sciences, 20, S. Kovalevskaya st., Ekaterinburg, GSP-147, 620219, Russia


It has been found that the reaction of meso-octamethylcalix[4]pyrrole with four equivalents of 6-nitroazolopyrimidine is accompanied by the C-C coupling of unsubstituted carbon atom in azines with β-position of pyrrole rings and results in the formation of tetrapyrimidine-substituted calix[4]pyrroles without introduction of any catalysts. Mono- and di-substituted calixpyrroles have been isolated.