Formate-Mediated Synthesis of β-Hydroxysulfides from Olefins and Thiosulfonates via EDA Complex Strategy under Visible Light Irradiation in Air

IF 5.5 1区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chinese Journal of Chemistry Pub Date : 2024-08-13 DOI:10.1002/cjoc.202400530
Qing Shen, Xiaoyan Peng, Jiahong Sui, Min Peng, Xiangwei Liu, Hezhong Jiang, Rui Tan, Min Zhou, Jiahong Li
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Abstract

A visible-light-induced and efficient one-pot synthesis of β-hydroxysulfides from olefins, thiosulfonates and HCOOCs using an EDA complex strategy under air atmosphere at room temperature has been disclosed. A plausible radical involved mechanism is proposed. During the reaction process, formates play a crucial role: first, as donors in the EDA complex; second, as providers of the hydrogen source; and third, by generating CO2•– to reduce peroxide intermediates, leading to the formation of β-hydroxysulfides. In contrast to the previously reported thiol-oxygen co-oxidation reactions, this simple and sustainable approach features mild reaction conditions, operational simplicity, odorless and excellent functional group tolerance.

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在空气中可见光辐照下,通过 EDA 复合物策略,以烯烃和硫代磺酸盐为原料,合成甲醛介导的 β-羟基硫化物
综合摘要 本研究揭示了一种在室温空气气氛下利用 EDA 复合物策略从烯烃、硫代磺酸盐和 HCOOCs 一锅合成β-羟基硫化物的可见光诱导高效合成方法。提出了一种合理的自由基参与机理。在反应过程中,甲酸盐起着至关重要的作用:首先,作为 EDA 复合物中的供体;其次,作为氢源的提供者;第三,通过产生 CO2 还原过氧化物中间体,从而形成 β-羟基硫化物。与之前报道的硫醇-氧共氧化反应相比,这种简单而可持续的方法具有反应条件温和、操作简单、无味和对官能团耐受性极佳等特点。
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来源期刊
Chinese Journal of Chemistry
Chinese Journal of Chemistry 化学-化学综合
CiteScore
8.80
自引率
14.80%
发文量
422
审稿时长
1.7 months
期刊介绍: The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.
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