Rhodium(III)-Catalyzed C6-Selective Arylation of 2-Pyridones and Related Heterocycles Using Quinone Diazides: Syntheses of Heteroarylated Phenols
Rhodium(III)-Catalyzed C6-Selective Arylation of 2-Pyridones and Related Heterocycles Using Quinone Diazides: Syntheses of Heteroarylated Phenols
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DOI：
10.1021/acs.joc.7b00135
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发表时间：
2017-04-07
影响因子：
3.6
通讯作者：
Samanta, Rajarshi
中科院分区：
文献类型：
--
作者：
Das, Debapratim;Poddar, Puja;Samanta, Rajarshi
在Rh（III）催化氧化还原-中性条件下，成功地实现了2-吡啶酮与醌类二氮化脲的高效、直接的c6芳基化反应。优化后的方法简单、温和、区域选择性强，底物范围广。严格的区域选择性是由连接在吡啶环氮上的吡啶基取代基引导的。由于导向的2-吡啶基在功能化后的任何合适阶段都可以很容易地去除，因此该方法可以通过广泛的杂环支架方便地获得复杂的杂芳化苯酚基团。
An efficient, direct C6-arylation of 2-pyridones has been successfully accomplished with quinone diazides under Rh(III)-catalyzed redox-neutral conditions. The optimized method is simple, mild, and highly regioselective with a broad substrate scope. The strict regioselectivity is guided by the pyridyl substituent attached to the nitrogen of the pyridone ring. As the directing 2-pyridyl group can easily be removed at any suitable stage after functionalization, the method provides a facile access to complex heteroarylated phenol moieties by wide-ranging heterocyclic scaffolds.