Tetrahedron Letters p. 1291 - 1295 (2000)
Update date:2022-08-11
Topics:
Deghati, Paymaneh Y. F.
Wanner, Martin J.
Koomen, Gerrit-Jan
Nitration reactions of 6-substituted purine nucleosides with tetrabutylammonium nitrate/trifluoroacetic anhydride (TBAN/TFAA) have been studied. This nitrating mixture selectively nitrates C-6 substituted purines at the 2-position, but the method is limited to substrates without NH or OH substituents. Acetylated 6-chloropurine riboside was cleanly nitrated (DCM, 0°C, 71%) and converted to nitro substituted adenosine and inosine in a few simple steps. (C) 2000 Elsevier Science Ltd.
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