Copper-catalyzed rapid C-H nitration of 8-aminoquinolines by using sodium nitrite as the nitro source under mild conditions
Copper-catalyzed rapid C-H nitration of 8-aminoquinolines by using sodium nitrite as the nitro source under mild conditions
复制标题
温和条件下铜催化亚硝酸钠为硝基源快速C-H硝化8-氨基喹啉
DOI：
10.1039/c6ra19583k
复制
发表时间：
2016
期刊：
影响因子：
3.9
通讯作者：
Zhang Pengfei
中科院分区：
文献类型：
--
作者：
Zhu Xiaolei;Qiao Li;Ye Pingping;Ying Beibei;Xu Jun;Shen Chao;Zhang Pengfei
以亚硝酸钠为硝化源，首次报道了一种温和、快速、高效的铜催化C5或C7位喹啉硝化反应的方法。通过远程C-H活化，以中等到较好的产率获得了一系列硝化喹啉衍生物。该方法克服了以前报道的硝化策略中的一些缺点，如使用昂贵的金属催化剂或使用有毒且不稳定的硝化剂。此外，部分产品可以通过过滤获得，这表明该方法操作简单。重要的是，该方案可能为将硝基引入药物分子提供一种实用的合成工具。
A mild, rapid and efficient method for copper-catalyzed nitration of quinolines at the C5 or C7 position was reported firstly by using sodium nitrite as the nitro source. A series of nitrated quinoline derivatives were achieved in moderate to good yields via remote C–H activation. The method overcomes some shortcomings reported in previous nitration strategies, such as employing expensive metal catalysts or using toxic and unstable nitrating agents. Furthermore, some of the products can be obtained through filtration which displays the operational simplicity of this methodology. Importantly, this protocol may provide a practical synthetic tool for the introduction of nitro groups into drug molecules.