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Synthesis 2009(7): 1099-1104  
DOI: 10.1055/s-0028-1087985
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Decarboxylative Aldol-Type Reaction of 2-(Trifluoroacetyl)-1,3-diazoles with Activated Acetic Acids

Pavel V. Khodakovskiya,b, Dmitriy M. Volochnyuk*a,c, Andrey A. Tolmachevb
a Enamine Ltd., 23 Alexandra Matrosova st., 01103 Kyiv, Ukraine
Fax: +380(44)5373253; e-Mail: D.Volochnyuk@enamine.net;
b National Taras Shevchenko University, 62 Volodymyrska st., 01033 Kyiv-33, Ukraine
c Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska 5, 02094 Kyiv-94, Ukraine
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Publication History

Received 15 October 2008
Publication Date:
02 March 2009 (online)

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Abstract

The highly electrophilic ketones 2-(trifluoroacetyl)-1,3-diazoles easily undergo a decarboxylative aldol-type reaction with activated acetic acids to afford heterocyclic trifluoromethyl-substituted alcohols bearing various functionalities.

Key words

heterocycles - 1,3-diazoles - aldol reactions - trifluoro­methyl compounds - alcohols