Linear Paired Electrolysis Enabled Regioselective Hydroxyalkylation of Purine Derivatives and Nucleosides with
Zu-Lin Qiao1, Guo-Hui Sun1, Ke-Yu Chen1
1State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, NMPA Key Laboratory for Research and Evaluation of Innovative Drug, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan453007, China.
Abstract:
A linear paired electrolysis strategy enables the highly regioselective C6-hydroxyalkylation of purine derivatives and nucleosides with aldehyde feedstocks in a redox-neutral manner. The reaction involves NHPI-mediated electrocatalytic HAT of aldehydes to generate acyl radicals, which subsequently undergo Minisci-type C-H acylation and cathodic reduction, establishing a practical platform for accessing structurally diverse C6-hydroxyalkylated purine derivatives. A combined divided-cell experiment aided the elucidation of a plausible reaction mechanism.
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