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烯烃的多组分磺酰化反应构建β-取代芳基砜。

Multicomponent Sulfonylation of Alkenes to Access β-Substituted Arylsulfones.

机构信息

College of Sciences, Central South University of Forestry and Technology, Changsha 410004, China.

Department of Hunan Cuisine, Changsha Commerce & Tourism College, Changsha 410116, China.

出版信息

J Org Chem. 2023 Mar 17;88(6):3772-3780. doi: 10.1021/acs.joc.2c03036. Epub 2023 Mar 6.

Abstract

A novel multicomponent sulfonylation of alkenes is described for the assembly of various β-substituted arylsulfones using cheap and easily available KSO as a sulfur dioxide source. Of note, the procedure does not need any extra oxidants and metal catalysts and exhibits a relatively wide substrate scope and good functional group compatibility. Mechanistically, an initial arylsulfonyl radical is formed involving the insertion of sulfur dioxide with aryl diazonium salt, followed by alkoxyarylsulfonylation or hydroxysulfonylation of alkenes.

摘要

本文描述了一种新颖的多组分烯烃磺酰化反应,可用于使用廉价易得的 KSO 作为二氧化硫源,构建各种β-取代芳基砜。值得注意的是,该方法不需要任何额外的氧化剂和金属催化剂,具有较宽的底物范围和良好的官能团兼容性。在机理上,涉及二氧化硫与芳基重氮盐的插入,形成初始的芳基磺酰基自由基,然后进行烷氧基芳基磺酰化或羟磺酰化反应。

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