Mild Synthesis of Sterically Congested Alkyl Aryl Ethers
Mild Synthesis of Sterically Congested Alkyl Aryl Ethers
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DOI：
10.1021/acs.orglett.6b01975
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发表时间：
2016-09-02
期刊：
影响因子：
5.2
通讯作者：
Olofsson, Berit
中科院分区：
文献类型：
--
作者：
Lindstedt, Erik;Stridfeldt, Elin;Olofsson, Berit
提出了一种不含过渡金属的合成叔烷基芳基醚的有效方法，即叔醇与邻位取代二芳基碘鎓盐的芳基化反应。范围包括环状和非环状脂肪族、苄基、烯丙基和炔丙基叔醇以及伯和仲氟化醇。该方法提供了以前前所未有的空间拥挤的烷基芳基醚。此外，通过前药美雌醇的芳基化证明了所开发方法的通用性。
An efficient and transition-metal-free method is presented to access tertiary alkyl aryl ethers by arylation of tertiary alcohols with ortho-substituted diaryliodonium salts. The scope covers cyclic and acyclic aliphatic, benzylic, allylic, and propargylic tertiary alcohols as well as primary and secondary fluorinated alcohols. The methodology gives access to alkyl aryl ethers of previously unprecedented steric congestion. Furthermore, the versatility of the developed procedure was demonstrated by arylation of the pro-drug mestranol.