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Modular Synthesis of Benzoylpyridines Exploiting a Reductive Arylation Strategy

By Alfano, Antonella Ilenia; Smyth, Megan; Wharry, Scott; Moody, Thomas S.; Baumann, Marcus

Published on CMKC

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.

Journal

Organic Letters. Volume 26, 2024, 2847–2851

DOI

10.1021/acs.orglett.3c03833

Type of publication

Peer-reviewed journal

Affiliations

  • University College Dublin
  • Almac Sciences

Article Classification

Research Article

Classification Areas

  • Intermediate

Tags