可见光诱导C(sp3) -S通过电子供体-受体配合物交叉偶联和1,2-氢原子转移

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-07-21 DOI:10.1039/d5qo00824g

Xue Zhang, Liulin Jiao, Jian Chen, Hongying Fan, Jinyu Hou, Guanghui Lv, Zhongzhen Yang, Yong Wu

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引用次数: 0

摘要

在此，我们揭示了一种可见光介导的通过1,2-氢原子转移的C(sp3) -S交叉偶联反应方案。这种无金属和光催化剂的方案是基于在苯乙醇和n -芳香氧胺之间形成的电子供体-受体（EDA）配合物。它为合成有价值的α-酰胺类硫化物提供了一种独特的方法，同时避免了使用高温、过渡金属和光催化剂。此外，这种转化的合成潜力通过生产各种α-酰胺类硫化物得到了证明，并通过布洛芬的后期功能化和克级实验证实了其潜在的应用价值。

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Visible-light induced C(sp3)–S cross-coupling via electron donor–acceptor complexes and 1,2-hydrogen atom transfer

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Visible-light induced C(sp3)–S cross-coupling via electron donor–acceptor complexes and 1,2-hydrogen atom transfer

Herein, we disclose a visible light-mediated protocol for the C(sp³)–S cross-coupling reaction via 1,2-hydrogen atom transfer. This metal- and photocatalyst-free protocol is based on electron donor–acceptor (EDA) complexes formed between benzenethiols and N-aroyloxyamides. It provides a unique approach for synthesizing valuable α-amidosulfides while avoiding the use of high temperature, transition metals and photocatalysts. Moreover, the synthetic potential of this transformation is demonstrated through the production of diverse α-amidosulfides in moderate to excellent yields, with its potential application value confirmed through the late-stage functionalisation of ibuprofen and a gram-scale experiment.

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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.