Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides
Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides
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通过芳基插入二芳基亚砜合成邻芳氧基三芳基锍盐
DOI：
10.1021/acs.orglett.6b03840
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发表时间：
2017-02-17
期刊：
影响因子：
5.2
通讯作者：
Peng, Bo
中科院分区：
文献类型：
--
作者：
Li, Xiaojin;Sun, Yan;Peng, Bo
芳炔插入到“S = O”键中的反应最近得到了证实。该技术在硫醚类化合物的合成中具有广阔的应用前景。与所报道的情况相反，所述反应以良好至优异的产率提供了代替硫醚的邻芳氧基三芳基锍盐。该反应还具有精细的区域选择性，广泛的底物范围和温和的条件（25 ℃）。初步的机理研究表明，该反应可能是在一个顺序的[2 + 2] cydoaddition/O-芳基化/质子化途径进行。
The aryne insertion into "S = O" bond has been validated recently. This technology is elusively applied to the synthesis of thioethers. In contrast to the reported cases, the reaction described furnished o-aryloxy triarylsulfonium salts, in lieu of thioethers, in good to excellent yields. The reaction is also featured by its exquisite regioselectivity, broad substrate scope, and mild conditions (25 degrees C). Preliminary mechanistic studies suggest that the reaction probably proceeds in a sequential [2 + 2] cydoaddtion/O-arylation/protonation pathway.