Synthesis of 2-(Pyridin-2-yl)phenols and 2-(Pyridin-2-yl)anilines

J Org Chem. 2024 Apr 19;89(8):5797-5810. doi: 10.1021/acs.joc.4c00423. Epub 2024 Apr 2.

Abstract

Herein, we report a new synthetic strategy for 2-(pyridin-2-yl)phenols and 2-(pyridin-2-yl)anilines catalyzed by a Pd/C-ethylene system. The starting materials, 2-(pyridin-2-yl)cyclohexan-1-ones, can be easily prepared by the reaction of substituted pyridine N-oxide and cyclohexanones. The most useful feature of this method is that both 2-(pyridin-2-yl)phenols and 2-(pyridin-2-yl)anilines are easily synthesized independently using the same compound as a starting material, simply by adding or not adding a nitrogen source.