Modular Synthesis of Benzoylpyridines Exploiting a Reductive Arylation Strategy
Modular Synthesis of Benzoylpyridines Exploiting a Reductive Arylation Strategy
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DOI：
10.1021/acs.orglett.3c03833
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发表时间：
2023-12-22
期刊：
影响因子：
5.2
通讯作者：
Baumann，Marcus
中科院分区：
文献类型：
--
作者：
Alfano，Antonella Ilenia;Smyth，Megan;Baumann，Marcus
在本文中，我们公开了一种伸缩流策略，以获得电子分化的双芳基酮作为潜在的新的和可调的光敏剂，含有富电子的苯系统和缺电子的吡啶基部分。我们的方法合并了光驱动（365 nm）和无催化剂的芳香醛和氰基吡啶与随后的氧化过程之间的还原芳基化。在支架上添加给电子和吸电子取代基允许有效地改变这些化合物在UV-vis区域中的吸光度，而连续流动方法提供高产率、短停留时间和高通量。
Herein we disclose a telescoped flow strategy to access electronically differentiated bisaryl ketones as potentially new and tunable photosensitizers containing both electron-rich benzene systems and electron-deficient pyridyl moieties. Our approach merges a light-driven (365 nm) and catalyst-free reductive arylation between aromatic aldehydes and cyanopyridines with a subsequent oxidation process. The addition of electron-donating and withdrawing substituents on the scaffold allowed effective modification of the absorbance of these compounds in the UV–vis region, while the continuous flow process affords high yields, short residence time, and high throughput.