Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 20, Pages 4249-4253Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300561
Keywords
Fungicides; Agrochemistry; Regioselectivity; Nitrogen heterocycles; Fluorine
Categories
Funding
- Centre National de la Recherche Scientifique (CNRS)
- Ministere de la Recherche of France
- Bayer S.A.S.
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Abstract Herein we describe the first practical method for the regioselective preparation of 3,5-bis(fluoroalkyl)pyrazoles. Starting from commercially available fluoroacetoacetates and by using (tetrafluoroethyl)dimethylamine as a convenient CF2H transfer reagent, this straightforward one-pot sequence affords highly substituted pyrazoles in good yields and excellent regioselectivity. Furthermore, these carboxylate intermediates were converted into the corresponding pyrazolic acids, which are valuable building blocks for the design of novel bioactive ingredients.
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