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无机亚硫酸盐作为磺酰化反应中的二氧化硫替代品。

Inorganic sulfites as the sulfur dioxide surrogates in sulfonylation reactions.

机构信息

School of Pharmaceutical and Chemical Engineering, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, China.

College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China.

出版信息

Chem Commun (Camb). 2019 Jan 25;55(8):1013-1019. doi: 10.1039/c8cc09250h. Epub 2019 Jan 2.

DOI:10.1039/c8cc09250h
PMID:30601505
Abstract

Recent advances in the sulfonylation reactions by using inorganic sulfites as the source of sulfonyl group are reported. The approaches employing inorganic sulfites as sulfur dioxide surrogates are attractive and promising for the synthesis of sulfonyl compounds since inorganic sulfites are abundant, easily available and cheap. The transformations using inorganic sulfites as the source of sulfonyl group work efficiently, providing diverse sulfonyl compounds including sulfones and sulfonamides. The sulfonylation reactions can be performed under transition metal catalysis or through radical processes under catalyst- and additive-free conditions. In some cases, a photocatalyst is employed under visible-light irradiation to facilitate the transformation. For the sulfur dioxide surrogate of inorganic sulfites, potassium metabisulfite or sodium metabisulfite has been broadly used in various transformations. However, the reactivities of inorganic sulfites in organic reactions still need to be explored.

摘要

本文报道了近年来利用无机亚硫酸盐作为磺酰基源的磺酰化反应的进展。由于无机亚硫酸盐丰富、易得且廉价,因此将其作为二氧化硫替代物用于合成磺酰化合物的方法具有吸引力和前景。使用无机亚硫酸盐作为磺酰基源的转化反应高效,可提供多种磺酰化合物,包括砜和磺酰胺。磺酰化反应可以在过渡金属催化下进行,也可以在无催化剂和添加剂的条件下通过自由基过程进行。在某些情况下,可见光照射下使用光催化剂来促进转化。对于无机亚硫酸盐的二氧化硫替代物,偏重亚硫酸钾或偏重亚硫酸钠已广泛用于各种转化中。然而,无机亚硫酸盐在有机反应中的反应性仍有待探索。

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