Copper-Catalyzed Three-Component 1,2-Aryl Sulfonylation of Vinylarenes and 1,3-Dienes with Sodium Sulfinates

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-08-14 DOI:10.1039/d5qo00993f

Wei-Hao Rao, Chang Gao, Li-Li Jiang, Xiao-Wen Dong, Yi-Wen Li, Chen-Xi Ge, Jia Li, Mengcheng Zhang

引用次数: 0

Abstract

A copper-catalyzed three-component 1,2-aryl sulfonylation of vinylarenes and 1,3-dienes with sodium sulfinates is reported. The reaction proceeds at room temperature with excellent regioselectivity and stereoselectivity, providing an efficient and straightforward approach to various β,β-diaryl sulfones. Combing sodium sulfinates with copper catalytic system is essential for this transformation. Mechanistic studies reveal that sulfonyl radicals originated from sodium sulfinates undergo addition across alkenes to form new benzylic radicals that subsequently undergo copper-catalyzed arylation with aryl boronic acids.

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铜催化乙烯基芳烃和1,3-二烯与亚硫酸钠的三组分1,2-芳基磺酰化反应

报道了用亚硫酸钠催化乙烯烯和1,3-二烯的三组分1,2-芳基磺酰化反应。该反应在室温下进行，具有良好的区域选择性和立体选择性，为制备各种β，β-二芳基砜提供了一种简单有效的方法。将亚硫酸钠与铜催化体系相结合是实现这一转化的关键。机理研究表明，源自亚硫酸钠的磺酰自由基在烯烃上加成形成新的苯基自由基，随后与芳基硼酸发生铜催化的芳基化反应。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.