State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian 116024, P.R. China.
J Org Chem. 2013 Apr 19;78(8):4171-6. doi: 10.1021/jo400280p. Epub 2013 Apr 1.
A highly efficient, operationally simple approach to trifluoromethyl ketones has been developed that builds on the use of a tandem process involving Claisen condensation and retro-Claisen C-C bond cleavage reaction. Enolizable alkyl phenyl ketones were found to react readily with ethyl trifuoroacetate under the promotion of NaH to afford trifluoroacetic ester/ketone exchange products, trifluoromethyl ketones, which were quite different from the general Claisen condensation products, β-diketones. This procedure uses readily available starting materials and can be extended to the preparation of perfluoroalkyl ketones in excellent yield.
已经开发出一种高效、操作简单的三氟甲基酮合成方法，该方法基于使用串联过程，包括克莱森缩合和反克莱森 C-C 键断裂反应。发现烯醇化的烷基苯基酮在 NaH 的促进下与三氟乙酸乙酯反应，很容易得到三氟乙酸酯/酮交换产物，即三氟甲基酮，这与一般的克莱森缩合产物β-二酮非常不同。该方法使用易得的起始原料，并可扩展到全氟烷基酮的制备，产率优异。
