Synthesis of 4,5-Dialkyl-2-perfluoroaryl-1H-imidazol-1-ols and 4,5-Dimethyl-2-perfluoroaryl-1H-imidazoles

Aliphatic α-hydroxyamino oximes reacted with perfluoroaromatic aldehydes to give α-perfluoroaryl nitrones which underwent cyclization in acetic acid with the formation of 4,5-dialkyl-2-perfluoroaryl-1 H -imidazol-1-ols. The latter were also obtained directly from aliphatic α-hydroxyamino oximes and...

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Published inRussian journal of organic chemistry Vol. 57; no. 12; pp. 1968 - 1973
Main Authors Os’kina, I. A., Vinogradov, A. S., Selivanov, B. A., Savelyev, V. A., Platonov, V. E., Tikhonov, A. Ya
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.12.2021
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Summary:Aliphatic α-hydroxyamino oximes reacted with perfluoroaromatic aldehydes to give α-perfluoroaryl nitrones which underwent cyclization in acetic acid with the formation of 4,5-dialkyl-2-perfluoroaryl-1 H -imidazol-1-ols. The latter were also obtained directly from aliphatic α-hydroxyamino oximes and perfluoro­aromatic aldehydes in acetic acid without isolation of intermediate nitrones. The reaction of 4,5-dimethyl-2-perfluoroaryl-1 H -imidazol-1-ols with chloroacetone afforded 4,5-dimethyl-2-perfluoroaryl-1 H -imidazoles.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428021120101