New (1??Deaza) Purine Derivatives via Efficient C??2 Nitration of the (1??Deaza) Purine Ring

…, B Rodenko, M Koch, GJ Koomen

Index: Wanner; Rodenko; Koch; Koomen Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 8-9 p. 1313 - 1320

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Citation Number: 6

Abstract

Nitration of substituted (1??deaza) purines using a mixture of tetrabutylammonium nitrate (TBAN) and trifluoracetic acid anhydride (TFAA) was applied to prepare nitrosubstituted (1?? deaza) purines at low temperature. The nitro group influences the system twofold: 1) it activates other substituents towards nucleophilic aromatic substitution and 2) it can be substituted itself leading to a variety of di??substituted (1??deaza) purines, also via solid ...