可见光或日光光氧化还原催化烯烃β选择性酰化以获得α, β-不饱和酮

Xun Yang , Yuxuan Xiao , Ying Yin , Haiyan Li , Jiahui Du , Xin Li , Wengui Duan , Lin Yu
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引用次数: 0

摘要

随着人们对能源危机和环境变化的日益关注,发展基于阳光的有机合成方法已势在必行。我们提出了一种掩蔽烯酮策略,可以有效地抑制与烯酮产物相关的副反应,使激发态铜在阳光或可见光下催化烯烃的β选择性酰化。该反应产生高价值的α, β-不饱和酮,可以很容易地通过各种转化转化为重要的构建模块。值得注意的是,该方法具有能源可持续、生态友好、反应条件温和、与官能团相容性高、适合克级合成等特点,有望用于复杂分子的后期修饰。机理研究表明,该反应通过自由基途径进行。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Visible-light or sunlight photoredox-catalyzed β-selective acylation of alkenes to access α,β-unsaturated ketones†

Visible-light or sunlight photoredox-catalyzed β-selective acylation of alkenes to access α,β-unsaturated ketones†
With increasing concerns regarding the energy crisis and environmental changes, the development of sunlight-based methods for organic synthesis has become imperative. We present a masking enone strategy that effectively suppresses side reactions associated with enone products, enabling the β-selective acylation of alkenes catalyzed by excited-state copper under sunlight or visible light. This reaction yields highly valuable α,β-unsaturated ketones, which can be readily transformed into important building blocks through various conversions. Notably, this method is characterized by its sustainable and eco-friendly energy source, mild reaction conditions, high compatibility with functional groups, and suitability for gram-scale synthesis, making it promising for late-stage modifications of complex molecules. Mechanistic studies indicate that the reaction proceeds via a free radical pathway.
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CiteScore
7.80
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