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Synthesis 2004(13): 2196-2204  
DOI: 10.1055/s-2004-831165
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 4-Dialkylamino-6-Trifluoromethyl-5,6-dihydro-2-pyridinones via Cyclization of Enamines with α-Chloro-β,β,β-trifluoroethylisocyanates

Dmitriy M. Volochnyuk, Aleksandr N. Kostyuk*, Andrei V. Bol’but, Dmitriy A. Sibgatulin, Andrei S. Kuklya, Mikhail V. Vovk
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska 5, Kyiv-94, 02094, Ukraine
Fax: +380(44)5373253; e-Mail: a.kostyuk@enamine.net;
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Publication History

Received 14 April 2004
Publication Date:
13 August 2004 (online)

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Abstract

The interaction of α-chloro-β,β,β-trifluoroethylisocyanates with ‘push-pull’ enamines having a methyl group at the α-position was investigated. As a result, a set of 4-dialkylamino-6-trifluoromethyl-5,6-dihydro-2-pyridinones was obtained. Structural sensitivity of the reaction was found and discussed.

Key words

‘push-pull’ enamines - isocyanates - trifluoromethyl - dihydropyridines - cyclization

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