Journal
MOLECULES
Volume 28, Issue 22, Pages -Publisher
MDPI
DOI: 10.3390/molecules28227587
Keywords
Csp(3)-H oxidation; pyridin-2-yl-methanones; copper catalysis; water; mechanism study
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We report an efficient copper-catalyzed synthesis of pyridin-2-yl-methanones using water as the oxidant for direct Csp(3)-H oxidation. This method is applicable to pyridin-2-yl-methanes with various aromatic rings and provides moderate to good yields.
Aromatic ketones are important pharmaceutical intermediates, especially the pyridin-2-yl-methanone motifs. Thus, synthetic methods for these compounds have gained extensive attention in the last few years. Transition metals catalyze the oxidation of Csp(3)-H for the synthesis of aromatic ketones, which is arresting. Here, we describe an efficient copper-catalyzed synthesis of pyridin-2-yl-methanones from pyridin-2-yl-methanes through a direct Csp(3)-H oxidation approach with water under mild conditions. Pyridin-2-yl-methanes with aromatic rings, such as substituted benzene, thiophene, thiazole, pyridine, and triazine, undergo the reaction well to obtain the corresponding products in moderate to good yields. Several controlled experiments are operated for the mechanism exploration, indicating that water participates in the oxidation process, and it is the single oxygen source in this transformation. The current work provides new insights for water-involving oxidation reactions.
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