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
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Sprache:	eng
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container_title	Organic letters
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creator	Yu, Mingwu Zhou, Zheng Chen, Yiwen Wang, Zhichuan Wang, Weili Sun, Kai
description	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.
doi_str_mv	10.1021/acs.orglett.2c01680
format	Article
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Lett</addtitle><date>2022-07-15</date><risdate>2022</risdate><volume>24</volume><issue>27</issue><spage>4886</spage><epage>4891</epage><pages>4886-4891</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><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.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.orglett.2c01680</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-1799-6452</orcidid><orcidid>https://orcid.org/0000-0002-0041-6044</orcidid></addata></record>
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title	Regioselective C6–H Hydroxyalkylation of Purines and Purine Nucleosides via α‑C–H Functionalization of Alcohols at Room Temperature
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