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有机光氧化还原催化促进芳基重氮盐与亚磺酸盐的交叉偶联反应:不对称二芳基/芳基烷基砜的合成。

Organic photoredox catalysis enabled cross-coupling of arenediazonium and sulfinate salts: synthesis of (un)symmetrical diaryl/alkyl aryl sulfones.

机构信息

Green Synthesis Lab, Department of Chemistry, University of Allahabad, Prayagraj 211 002, India.

出版信息

Org Biomol Chem. 2019 May 15;17(19):4761-4766. doi: 10.1039/c9ob00864k.

Abstract

We disclose herein the first transition-metal- and external oxidant/reductant-free visible-light-mediated synthesis of (un)symmetrical diaryl/alkyl aryl sulfones from arenediazonium tetrafluoroborates and sodium sulfinates using eosin Y as an organic photoredox catalyst. The utilization of visible light as an inexpensive and ecosustainable energy source, operational simplicity, ambient temperature and clean reaction in aqueous acetonitrile are the salient features of the developed protocol. The desired sulfones were also synthesized via a one-pot, two-step process directly from anilines and sulfinate salts in good to excellent yields.

摘要

我们在此公开了首例过渡金属和外加氧化剂/还原剂自由基介导的可见光条件下芳基重氮四氟硼酸盐和磺酸钠盐反应合成(不对称)二芳基/芳基烷基砜的方法,其中曙红 Y 作为有机光催化剂。该方法利用可见光作为一种廉价且环境可持续的能源,操作简单,在水-乙腈体系中于室温下进行,反应清洁,具有显著的特点。此外,通过苯胺和磺酸盐盐一锅两步法也能以良好至优秀的收率直接合成目标砜。

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