Synthesis of 3-alkylamino-3-(2-hydroxyaryl)-1-polyfluoroalkylprop-2-en-1-ones and 2-polyfluoroalkyl-4H-chromen-4-imines |
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Authors: | Sosnovskikh V. Ya. Usachev B. I. |
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Affiliation: | (1) A. M. Gor"kii Ural State University, 51 prosp. Lenina, 620083 Ekaterinburg, Russian Federation |
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Abstract: | Condensation of Schiff"s bases (prepared from 2-hydroxy- or 2-hydroxy-5-methylacetophenones and primary amines) with ethyl polyfluoroalkanoates in the presence of LiH in THF affords 3-alkylamino-3-(2-hydroxyaryl)-1-polyfluoroalkylprop-2-en-1-ones, which undergo cyclization in acidic media into 2-polyfluoroalkyl-4H-chromen-4-iminium salts. When neutralized with aqueous ammonia, the latter give 2-polyfluoroalkyl-4H-chromen-4-imines in high yields. |
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Keywords: | Schiff" s bases polyfluoroalkanoic acid esters amino enones 2-polyfluoroalkyl-4H-chromen-4-imines and their salts |
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