可见光介导的(2-乙烯基)甲醇衍生物转化芳醛或芳酮的氢原子转移和质子转移

Jun Yan , Ziqi Yu , Hao-Zhao Wei , Min Shi , Yin Wei
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引用次数: 0

摘要

开发了一种可见光介导的(2-乙烯芳基)甲醇衍生物高效转化为芳基醛或芳基酮的策略。这一合理的反应机理已被一系列的机理研究所证实。
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Visible light-mediated hydrogen atom transfer and proton transfer for the conversion of (2-vinylaryl)methanol derivatives to aryl aldehydes or aryl ketones†
In this paper, we report a photochemical strategy for the visible light-mediated efficient conversion of (2-vinylaryl)methanol derivatives to the corresponding aryl aldehydes or aryl ketones in moderate to excellent yields with broad substrate scope under mild conditions. This photochemical process takes place from the generation of the triplet state of olefins and involves 1,5-hydrogen atom transfer, enol tautomerization, and a subsequent proton transfer process. The plausible reaction mechanism has been verified by deuterium labeling and control experiments, kinetic and Stern–Volmer analyses, and DFT calculations.
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