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利用芳基磺酸钠对酚类进行实用的电氧化磺酰化反应以生成芳基磺酸酯

Practical Electro-Oxidative Sulfonylation of Phenols with Sodium Arenesulfinates Generating Arylsulfonate Esters.

作者信息

Tian Zhibin, Gong Qihang, Huang Tianzeng, Liu Long, Chen Tieqiao

机构信息

Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chemicals, Hainan Provincial Fine Chemical Engineering Research Center, Hainan University, Haikou 570228, China.

出版信息

J Org Chem. 2021 Nov 19;86(22):15914-15926. doi: 10.1021/acs.joc.1c00260. Epub 2021 Apr 1.

Abstract

A practical and sustainable synthesis of arylsulfonate esters has been developed through electro-oxidation. This reaction employed the stable and readily available phenols and sodium arenesulfinates as the starting materials and took place under mild reaction conditions without additional oxidants. A wide range of arylsulfonate esters including those bearing functional groups were produced in good to excellent yields. This reaction could also be conducted at a gram scale without a decrease of reaction efficiency. Those results well demonstrated the potential synthetic value of this reaction in organic synthesis.

摘要

通过电氧化开发了一种实用且可持续的芳基磺酸酯合成方法。该反应以稳定且易于获得的酚类和芳基磺酸钠为原料,在温和的反应条件下进行,无需额外的氧化剂。制备了一系列包括带有官能团的芳基磺酸酯,产率良好至优异。该反应还可以在克级规模上进行,而不会降低反应效率。这些结果充分证明了该反应在有机合成中的潜在合成价值。

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