Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group
Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group
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DOI：
10.1021/ol301275u
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发表时间：
2012-06-01
期刊：
影响因子：
5.2
通讯作者：
Garg, Neil K.
中科院分区：
文献类型：
--
作者：
Mesganaw, Tehetena;Nathel, Noah F. Fine;Garg, Neil K.
报道了一种有效和可控的方法来实现芳烃的稀有Cine取代。该方法依赖于战略性地使用芳基O-氨基甲酸酯作为芳烃官能化的容易去除的导向基团。氨基甲酸芳基酯的去除是通过使用空气稳定的Ni（II）预催化剂，沿着廉价的还原剂来实现的，以在一系列底物中得到合成上有用的产率。净Cine取代过程提供了一种新的类似物合成策略，它补充了通过ipso取代实现芳烃官能化的既定逻辑。
An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodology relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionallzation. The removal of aryl carbamates is achieved by employing an airstable Ni(II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process offers a new strategy for analogue synthesis, which complements the well-established logic for achieving arene functionalization by ipso substitution.