Azulenesulfonium Salts: Accessible, Stable, and Versatile Reagents for Cross-Coupling.

Azulenesulfonium Salts: Accessible, Stable, and Versatile Reagents for Cross-Coupling.
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DOI:
10.1002/anie.201510666
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发表时间:
2016-02-12
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Lewis SE
Lewis SE
中科院分区:
其他
文献类型:
--
作者:
Cowper P;Jin Y;Turton MD;Kociok-Köhn G;Lewis SE

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通过焙烧反应,可容易地从相应的天青烯制备天青磺酸盐。这些天青硫盐是稳定的物种,可用作交叉偶联的假卤化物。具体地说,它们在Suzuki-Miyaura反应中的应用已经通过选择不同的偶联伙伴进行了演示。与相应的偶氮基卤化物相比,这些偶氮磺酸盐具有显著的优势,后者已知不稳定,难以以纯形式制备。
Azulenesulfonium salts may be readily prepared from the corresponding azulenes by an SEAr reaction. These azulene sulfonium salts are bench‐stable species that may be employed as pseudohalides for cross‐coupling. Specifically, their application in Suzuki–Miyaura reactions has been demonstrated with a diverse selection of coupling partners. These azulenesulfonium salts possess significant advantages in comparison with the corresponding azulenyl halides, which are known to be unstable and difficult to prepare in pure form.