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SYNTHESIS OF 2-POLYFLUOROALKYL-2,3-DIHYDRO-1,3,4-THIADIAZOLES VIA REGIOSELECTIVE [3+2] CYCLOADDITION OF NITRILE IMINES TO POLYFLUOROALKANETHIOAMIDES

Сергей С. Михайличенко, Надежда В. Пикун, Эдуард Б. Русанов, Александр Б. Роженко, Юрий Г. Шермолович
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Abstract


[3+2] Cycloaddition reactions of polyfluoroalkanethioamides with nitrile imines, generated in situ by dehydrochlorination of the corresponding hydrazonoyl chlorides, in the presence of triethylamine, were studied. A new method was proposed on the basis of these reactions for the synthesis of 2-polyfluoroalkyl-2,3-dihydro-1,3,4-thiadiazoles.

Authors: Sergiy S. Mykhaylychenko, Nadezhda V. Pikun, Eduard B. Rusanov, Alexander B. Rozhenko, Yuriy G. Shermolovich*


Keywords


2,3-dihydro-1,3,4-thiadiazole; nitrile imine; polyfluoroalkanethiocarboxylic acids; thioamide; [3+2] cycloaddition; quantumchemical calculations

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