Synthesis 1992; 1992(10): 965-968
DOI: 10.1055/s-1992-26280
paper
© 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.

Fluorinated Ketene Dithioacetals;1. Preparation and Application to the Synthesis of α-Trifluoromethylthiocarboxylic S-Esters and Aldehyde Derivatives

Murielle Muzard* , Charles Portella
  • *Laboratoire des Réarrangements Thermiques et Photochimiques (associé au CNRS), Faculté des Sciences, B. P. 347, F-51062 Reims, France
Further Information

Publication History

Publication Date:
17 September 2002 (online)

α-Trifluoromethylketene dithioacetals 3 were synthesized by Peterson reaction from trifluoromethyl ketones 1 and trimethylsilyl dithioacetals 2. Acid hydrolysis and reduction yielded α-trifluoromethylthiocarboxylic S-esters 4 and α-trifluoromethyl dithioacetals 5, respectively. Transacetalisation of the latter with ethanol gave the corresponding diethyl acetal. New procedures were developed to effect reduction and transacetalisation.