Synthesis of fluorinated 2,3-dihydropyran-4-ones by cyclocondensation of 1,3-dicarbonyl dianions with aldehydes |
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Authors: | Rasheed Ahmad Khera Rasheed Ahmad Alexander Villinger Peter Langer |
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Affiliation: | a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany b Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany c Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan |
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Abstract: | The reaction of the dianion of 1,1,1-trifluoro-pentane-2,4-dione with aldehydes and subsequent addition of hydrochloric acid afforded 2,3-dihydro-6-trifluoromethyl-pyran-4-ones. The reaction of the dianion of acetylacetone with fluorinated benzaldehydes gave the corresponding fluorinated 2-aryl-2,3-dihydro-6-methyl-pyran-4-ones. All reactions proceeded in very good yield and with very good regioselectivity. |
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Keywords: | O-Heterocycles Pyranones Cyclizations Regioselectivity Dianions |
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