Regioselective C<sup>6</sup>–H Hydroxyalkylation of Purines and Purine Nucleosides via α-C–H Functionalization of Alcohols at Room Temperature
Mingwu Yu, Zheng Zhou, Yiwen Chen, Zhichuan Wang, Weili Wang, Kai Sun
Abstract
The highly regioselective C6–H hydroxylalkylation of purines and purine nucleosides within 10 min via the α-C(sp3)–H functionalization of alcohols at room temperature is reported here for the first time. The reaction tolerated various functional groups, which have the potential for further modification to afford other valuable molecules. The reported method avoids metal catalysts, light, and protecting groups, giving a direct strategy to access 6-substitued alkylated purines and nucleosides with pharmaceutical bioactivities.
Topics & Concepts
ChemistryRegioselectivityPurine metabolismSurface modificationPurineAlkylationCombinatorial chemistryMoleculeOrganic chemistryCatalysisEnzymePhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms