Cross-coupling of sulfonic acid derivatives via aryl-radical transfer (ART) using TTMSS or photoredox†,Organic Chemistry Frontiers

当前位置： X-MOL 学术 › Org. Chem. Front. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Cross-coupling of sulfonic acid derivatives via aryl-radical transfer (ART) using TTMSS or photoredox†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-09-20 00:00:00 , DOI: 10.1039/c7qo00731k
Eric D. Nacsa _{1,

2,

3,

4} , Tristan H. Lambert _{1,

2,

3,

4}

Affiliation

The intramolecular cross-coupling of sulfonic acid derivatives occurs in the presence of tris(trimethylsilyl)silane (TTMSS) at room temperature and in air to form biaryl compounds. A photoredox-catalyzed procedure is also described. These protocols provide mild and convenient alternatives to standard tin-mediated reactions. Combined with the trivial preparation of the substrates from activated sulfonic acids and 2-halophenols or anilines, this work presents a useful means to employ sulfonic acid derivatives in cross-coupling transformations. A modified linker to realize high regioselectivity is also presented. Finally, a one-pot cross-coupling procedure is demonstrated.

中文翻译：

使用TTMSS或光氧化还原通过芳基自由基转移（ART）进行磺酸衍生物的交叉偶联†

磺酸衍生物的分子内交叉偶联在室温下和在空气中在三（三甲基甲硅烷基）硅烷（TTMSS）存在下发生，以形成联芳基化合物。还描述了光氧化还原催化的方法。这些协议为标准的锡介导反应提供了温和且方便的替代方法。与用活化的磺酸和2-卤代酚或苯胺简单地制备底物相结合，这项工作提供了在交叉偶联转化中使用磺酸衍生物的有用方法。还提出了实现高区域选择性的改进的连接子。最后，演示了一锅交叉耦合程序。

更新日期：2017-09-20

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11