Highly Regioselective Assembly of Di- or Trisubstituted Pyridines from Arynes, Isocyanides, and 3-Bromo- or 3-Acetoxypropynes
Highly Regioselective Assembly of Di- or Trisubstituted Pyridines from Arynes, Isocyanides, and 3-Bromo- or 3-Acetoxypropynes
复制标题
从芳烃、异氰化物和 3-溴-或 3-乙酰氧基丙炔中高度区域选择性组装二取代或三取代吡啶
DOI：
10.1002/ejoc.201300001
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发表时间：
2013-05-01
影响因子：
2.8
通讯作者：
Wu, Xin-Yan
中科院分区：
文献类型：
--
作者：
Sha, Feng;Shen, Hui;Wu, Xin-Yan
本发明公开了一种通过分子内周环策略制备具有高区域选择性的二取代和三取代吡啶的简便合成方法。异氰化物、芳烃和3-溴丙炔的多组分反应以良好的产率提供了二取代吡啶。相反，3-乙酰氧基丙炔的使用通过原位生成的氮三烯在分子内的周环化反应生成三取代吡啶。通过这种方式，可以一锅法构建所需的吡啶。
A facile synthetic method for the preparation of di- and trisubstituted pyridines with high regioselectivity through an intramolecular pericyclization strategy is disclosed. The multicomponent reaction of isocyanides, arynes, and 3-bromopropyne affords disubstituted pyridines in good yields. In contrast, the use of 3-acetoxypropyne results in the formation of trisubstituted pyridines through intramolecular pericyclization of an in situ formed azatriene. In this way, desirable pyridines can be constructed in a one-pot manner.