Copper-catalyzed alkynyldisulfuration of arynes: an efficient access to unsymmetrical disulfides

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-11-05 DOI:10.1039/d4qo01844c
Shuai Huang, Yumin Zhang, Yuekai Li, Chen-Ho Tung, Xin Li, Zhenghu Xu
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Abstract

This article investigates a copper-catalyzed alkynyl disulfuration reaction of aryne formed in situ to synthesize o‑alkynyl aryl disulfides. The transformation proceeds through the in situ generation of aryne, followed by alkynylation under copper catalysis and disulfuration with disulfide reagent, which results in the formation of one C-C bond and one C-SS bond in one-pot under mild conditions. The reaction above can be readily employed to facilitate the introduction of a disulfide group and aryl alkynes into an aryne, and thus provide a modular approach to unsymmetrical disulfides.
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铜催化的芳香族炔基二硫化反应:获得不对称二硫化物的有效途径
本文研究了铜催化原位生成的芳炔的炔基二硫化反应,从而合成邻炔基芳基二硫化物。该反应通过原位生成芳炔,然后在铜催化下进行炔化反应,再用二硫化试剂进行二硫化反应,从而在温和的条件下一次反应生成一个 C-C 键和一个 C-SS 键。上述反应可用于将二硫化氢基团和芳基炔引入到芳炔中,从而为非对称二硫化物的制备提供了一种模块化方法。
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来源期刊
Organic Chemistry Frontiers
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.
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