Mild synthesis of triarylsulfonium salts with arynes.
Mild synthesis of triarylsulfonium salts with arynes.
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DOI：
10.1039/c7ob01596h
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发表时间：
2017-08
影响因子：
3.2
通讯作者：
Lei Zhang;Xiaojing Li;Yan Sun;Weizhao Zhao;F. Luo;Xin Huang;Lihui Lin;Yingquan Yang;Bo Peng
中科院分区：
文献类型：
--
作者：
Lei Zhang;Xiaojing Li;Yan Sun;Weizhao Zhao;F. Luo;Xin Huang;Lihui Lin;Yingquan Yang;Bo Peng
在过去的几十年里，芳烃和烷基硫化物之间的反应得到了广泛的研究。这些反应通常以脱烷基化过程结束，从而将硫醚作为最终产品。相反，所描述的转化提供了有价值的三芳基硫酸盐，而不是硫醚，来自芳烃和二芳基硫化物。该反应条件温和，底物范围广。可以容忍一系列的官能团，如酮、酯、腈、芳基醚和芳基卤化物，这可能是传统合成方法面临的问题。本文还展示了该反应的实用性及其在三苯基硒盐合成中的推广应用。
Reactions between arynes and alkyl sulfides have been extensively studied over the past few decades. These reactions commonly end with a dealkylation process and thus deliver thioethers as final products. In contrast, the transformation described furnishes valuable triarylsulfonium salts, in lieu of thioethers, from arynes and diarylsulfides. The reaction features mild conditions and a broad substrate scope. A suite of functional groups such as ketones, esters, nitriles, aryl ethers and aryl halides is tolerated, which can be issues faced by traditional synthetic methods. The practicality of the reaction and its extension to the synthesis of triphenyl selenonium salt are also exhibited herein.