New access to fluorinated ketoglycolic acid derivatives from trifluoropyruvamides

Hydrates of trifluoropyruvamides are readily obtained from isocyanides and trifluoroacetic anhydride. Under catalysis with secondary amines, these hydrates were successfully reacted with various methylketones to form fluorinated aldol type compounds. The effect of the amine is discussed as well as H...

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Bibliographic Details
Published inTetrahedron letters Vol. 45; no. 29; pp. 5611 - 5613
Main Authors Colin, T, El Kaim, L, Gaultier, L, Grimaud, L, Gatay, L, Michaut
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 12.07.2004
Subjects
Chemical Sciences
Chemistry
Chemistry, Organic
Organic chemistry
Physical Sciences
Science & Technology
TRIFLUOROACETIC-ANHYDRIDE
pyruvamide
enamines
trifluoromethyl group
ISOCYANIDES
isocyanide
trifluoropyruvamides
isocyanides
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Summary:Hydrates of trifluoropyruvamides are readily obtained from isocyanides and trifluoroacetic anhydride. Under catalysis with secondary amines, these hydrates were successfully reacted with various methylketones to form fluorinated aldol type compounds. The effect of the amine is discussed as well as Henry type additions with nitromethane. (C) 2004 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.05.128