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

doi:10.1055/s-2003-40520

PAPER

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;

Abstract

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

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