Regioselective C6-H Hydroxyalkylation of Purines and Purine Nucleosides via a-C-H Functionalization of Alcohols at Room Temperature

The highly regioselective C-6-H hydroxylalkylation of purines and purine nucleosides within 10 min via the alpha-C(sp(3))-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.

Automated summary

In this study, a highly regioselective C-6-H hydroxylalkylation method for purines and purine nucleosides was reported for the first time, which was achieved via the alpha-C(sp(3))-H functionalization of alcohols at room temperature within 10 minutes. The reaction displayed tolerance towards various functional groups and had the potential for further modification to yield valuable molecules. Compared to other methods, this strategy provided a direct approach to access 6-substituted alkylated purines and nucleosides with pharmaceutical bioactivities, without the need for metal catalysts, light, and protecting groups.