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Chemoselective Trifluoromethylation of Methyl Esters Using an Et3GeNa/C6H5SCF3 Combination: Efficient Synthesis of Trifluoromethyl Ketones
31 December 2000 (online)
Various trifluoromethyl ketones were synthesized from the corresponding methyl esters by effective nucleophilic trifluoromethylation using an Et3GeNa/C6H5SCF3 combination. This trifluoromethylation proceeded chemoselectively. When, cyclohexyl, i-propyl and t-butyl esters coexisted in the reaction system, only the methyl ester was easily transformed to the desired compounds in excellent yield. Furthermore, some protective groups were remained under this reaction condition.
Et3GeNa - C6H5SCF3 - trifluoromethylation - methyl ester - chemoselective