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通过 BF 促进的 C-S 键形成,从芳基亚砜酸和芳烃中选择性合成二芳基砜和 m-芳基硫醚砜。

Selective Synthesis of Diaryl Sulfoxides and m-Arylthio Sulfones from Arylsulfinic Acids and Arenes via BF-Promoted C-S Bond Formation.

机构信息

Department of Chemistry , Huaibei Normal University , Huaibei , Anhui 235000 , P. R. China.

State Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry , Shanghai 200032 , P. R. China.

出版信息

Org Lett. 2018 Aug 3;20(15):4416-4420. doi: 10.1021/acs.orglett.8b01681. Epub 2018 Jul 13.

Abstract

A novel and efficient method for selective synthesis of diaryl sulfoxides and m-arylthio sulfones has been achieved from readily available arylsulfinic acids and arenes via an unusual sulfinyl cation, providing a range of structurally diverse products in good to excellent yields under mild conditions. Notably, mechanistic investigations suggested m-arylthio sulfones were generated from diaryl sulfoxides and sulfinyl cation by a sequence of redox reaction and electrophilic aromatic substitution process.

摘要

一种新颖、高效的方法,通过不常见的亚磺酰阳离子,从易得的芳基亚磺酸和芳烃中选择性合成二芳基砜和间芳基硫醚砜,在温和条件下以良好到优异的产率得到了一系列结构多样的产物。值得注意的是,通过一系列氧化还原反应和亲电芳香取代过程,机制研究表明间芳基硫醚砜是由二芳基砜和亚磺酰阳离子生成的。

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