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可见光催化(杂)芳基硒𬭩盐的 C-H 芳基化反应。

Visible-light-catalyzed C-H arylation of (hetero)arenes arylselenonium salts.

机构信息

State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, Liaoning, P.R. China.

出版信息

Org Biomol Chem. 2022 Jun 1;20(21):4427-4430. doi: 10.1039/d2ob00507g.

Abstract

A novel photo-induced C-H arylation of (hetero)arenes has been developed. Aryl selenonium salts as an aryl source led to the arylation of aromatic (hetero)cyclic compounds C-Se bond activation under blue LED irradiation. The method simply utilizes the safe and clean energy source and yields a range of site-selective biphenyl or bi-heterocyclic products in medium to good yields. Furthermore, the borylation and Sonogashira coupling of aryl selenonium salts proceed in good yields as well. From the results, it is shown that selenonium salts are more reactive than sulfonium salts.

摘要

一种新型的光诱导(杂)芳基 C-H 芳基化反应已经被开发出来。芳基硒翁盐作为芳基源,在蓝色 LED 照射下,导致芳香(杂)环化合物的 C-Se 键活化和芳基化。该方法简单地利用了安全清洁的能源,并以中等至良好的收率得到了一系列的位点选择性联苯或双杂环产物。此外,芳基硒翁盐的硼酸化和 Sonogashira 偶联反应也能以良好的收率进行。从结果可以看出,硒翁盐比硫翁盐更具反应性。

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