Download PDF
Synlett 1997; 1997(8): 907-908
DOI: 10.1055/s-1997-961
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Chemoselective Trifluoromethylation of Methyl Esters Using an Et3GeNa/C6H5SCF3 Combination: Efficient Synthesis of Trifluoromethyl Ketones

Yasuo Yokoyama* , Kunio Mochida1
  • *Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171, Japan
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

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

      >