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Synthesis 2003(10): 1531-1540
DOI: 10.1055/s-2003-40520
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Electron-Rich Amino Heterocycles for Regiospecific Synthesis of Trifluoro­methyl-Containing Fused Pyridines

Dmitriy M. Volochnyuk*, Alexei O. Pushechnikov, Dmitriy G. Krotko, Dmitriy A. Sibgatulin, Svetlana A. Kovalyova, Andrei A. Tolmachev
Research and Development Center for Chemistry and Biology, National Taras Shevchenko University, 62 Volodymyrska st., Kyiv-33, 01033, Ukraine
Fax: +380(44)2696794.; e-Mail: dov@fosfor.kiev.ua;
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Publication History

Received 17 April 2003
Publication Date:
08 July 2003 (online)

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Abstract

The reaction of 4,4,4-trifluoro-3-oxobutanoates with the corresponding electron-rich amino heterocycles was investigated. A simple and flexible general procedure for the regiospecific annulation of the trifluoromethylpyridine ring to electron-rich amino heterocycles was proposed. A set of CF3-containing fused pyridines in almost quantitative yield was obtained.

Key words

electrophilic aromatic substitutions - annulations - heterocycles - pyridines - fluorine

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