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Synthesis of fluorinated 2,3-dihydropyran-4-ones by cyclocondensation of 1,3-dicarbonyl dianions with aldehydes
Authors:Rasheed Ahmad Khera  Rasheed Ahmad  Alexander Villinger  Peter Langer
Institution: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
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.
Keywords:O-Heterocycles  Pyranones  Cyclizations  Regioselectivity  Dianions
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