Migrating H NMR peaks in the benzylation of adenine reveal the disruptive Kornblum oxidation in DMSOdoi:10.1002/jhet.4718Buyens, Dominique M. S.Pilcher, Lynne A.Journal of Heterocyclic Chemistry
Herein, we report the reaction monitoring of the alkylation of adenine in DMSO in the presence of NaH using benzylic halides via real-time H-1 NMR spectroscopy. NMR analysis revealed that under these generally used reaction conditions, the adeninate anion starting material is protonated as the ...