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A new strategy for the synthesis of highly functionalised fluorinated compounds by reaction of lithium dianions of carboxylic acids with perfluoroketene dithioacetals |
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| Authors: | Enrique Sotoca Jean-Philippe Bouillon Salvador Gil Charles Portella |
| Affiliation: | a UMR n° 6519 “Réactions Sélectives et Applications”, CNRS-Université de Reims Champagne Ardenne, B.P. 1039, 51687 REIMS Cedex 2 France b Departamento de Química Orgánica, Facultat de Químicas, Universidad de Valencia, Dr. Moliner, 50, 46100 Burjassot Valencia, Spain |
| Abstract: | The reaction of perfluoroketene dithioacetal with lithium dienediolates of carboxylic acids proceeds at the ω position probably through an addition to the π system followed by elimination of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions. The overall process lead to highly functionalised synthons containing a trifluoromethyl group. |
| Keywords: | Fluorine compounds Lithium dianions Ketene dithioacetals Fluoride substitution |
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