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    Home > Xia Chengfeng's team of Yunnan University has made achievements in visible light induced arylation of enol Heck

    Xia Chengfeng's team of Yunnan University has made achievements in visible light induced arylation of enol Heck

    • Last Update: 2020-02-12
    • Source: Internet
    • Author: User
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    Recently, chemical science, the authoritative journal of the Royal Society of chemistry in the field of international chemistry, published on-line the research results of enol photochemical heck aromatization of vinylphenols activated by visible light (DOI: 10.1039/C9SC06184C )。 In this paper, it is first reported that the heck aromatization of alkenols can be directly realized by the photoreaction of alkenols anion Liang kangjiang is the first author and Xia Chengfeng is the corresponding author The palladium catalyzed heck arylation of arylhalides coupled with olefins is an important reaction for the construction of carbon carbon bonds It was awarded the Nobel Prize in chemistry in 2010 In the past few decades, heck aromatization has made great progress, which is an important transformation in organic synthesis industry However, this method needs to use expensive and toxic transition metals (such as palladium, etc.) as catalysts, as well as water free and oxygen free reaction conditions, which restrict the practicability of this kind of arylation reaction In recent years, the search for new strategies for Heck aromatization has attracted the attention of synthetic chemists Visible light reaction has the characteristics of sustainable and environmental protection, and the reaction is safe and easy to operate However, the existing visible light catalytic system can not realize the photoreduction neutral photochemical heck aromatization   Xia Chengfeng's team of Yunnan University found that the colorless alkenol solution in situ generated orange colored phenol anion solution under alkaline conditions The anion solution has strong reduction ability under visible light irradiation, and can directly reduce the unactivated aryl halides and lead to free radicals Through the free radical mechanism, the photochemistry of alkenol was successfully realized under the condition of oxidation-reduction neutrality Heck arylation The visible light reaction is not only very mild, which can be initiated by ordinary blue LED lamp, but also has very high regional and stereoselectivity At the same time, it has good universality for various olefins and halogenated aromatics By using this method, we can modify the structure of coumarin and flavonoid active natural products and drugs, and lay a foundation for the study of the drug properties of these natural products This research was supported by the National Natural Science Foundation of China 21871228, the key project of Yunnan Science and Technology Department 2018fy001015, the China Postdoctoral Science Foundation 2018m643540 and the Yangtze River scholars and innovation team development plan IRT r94 of the Ministry of education.
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