Modular Synthesis of Benzoylpyridines Exploiting a Reductive Arylation Strategy
Antonella Ilenia Alfano1, Megan Smyth2, Scott Wharry2
1School of Chemistry, University College Dublin, Science Centre South, Dublin 4, Ireland.
Abstract:
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.
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