215609-40-8Relevant academic research and scientific papers
Synthesis of tricarbonylmethane derivatives of pyridines, pyrimidines, pyridazines, and pyrazoles by anionic ortho-Fries rearrangement
Schnell, Barbara,Kappe, Thomas
, p. 871 - 885 (2007/10/03)
Heterocyclic 1,3-dicarbonyl systems, such as 4-hydroxy-2-pyridones, 6-hydroxy-4-pyrimidones, and 5-hydroxy-1-phenyl-3-pyrazolones, are converted with a number of aromatic acid chlorides to their enol esters which can be rearranged in the presence of KCN, triethylamine, and 18-crown-6 as catalyst to yield heterocyclic aryl ketones. This reaction can also be performed in a one-pot procedure without isolation of the esters. Aryl esters of 5-hydroxy-3-pyridazinone can be prepared in the same manner, but not be rearranged.
