Synthesis of 4,5-Dialkyl-2-perfluoroaryl-1<i>H</i>-imidazol-1-oles and 4,5-Dimethyl-2-perfluoroaryl-1<i>H</i>-imidazoles
The reaction of aliphatic 1,2-hydroxyamino oximes with perfluoroaromatic aldehydes yielded α-perfluoroarylnitrons, which undergo cyclization in acetic acid to form 4,5-dialkyl-2-perfluoroaryl-1 H -imidazole-1-oles, which are formed during the reaction of aliphatic 1,2- hydroxyaminooximes with perfluoroaldehydes in acetic acid without isolation of intermediate nitrones. The reaction of 4,5-dimethyl-2-perfluoroaryl-1 H -imidazol-1-oles with chloroacetone gave 4,5-dimethyl-2-perfluoroaryl-1 H -imidazoles.