Regioselective C6–H Hydroxyalkylation of Purines and Purine Nucleosides via α‑C–H Functionalization of Alcohols at Room Temperature

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 modifica...

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Veröffentlicht in:Organic letters 2022-07, Vol.24 (27), p.4886-4891
Hauptverfasser: Yu, Mingwu, Zhou, Zheng, Chen, Yiwen, Wang, Zhichuan, Wang, Weili, Sun, Kai
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01680