Synthesis of 2-polyfluoroalkyl-2,3-dihydro-1,3,4-thiadiazoles via regioselective [3+2] cycloaddition of nitrile imines to polyfluoroalkanethioamides

被引:0
作者
Sergiy S. Mykhaylychenko
Nadezhda V. Pikun
Eduard B. Rusanov
Alexander B. Rozhenko
Yuriy G. Shermolovich
机构
[1] Institute of Organic Chemistry,
[2] National Academy of Sciences of Ukraine,undefined
来源
Chemistry of Heterocyclic Compounds | 2017年 / 53卷
关键词
2,3-dihydro-1,3,4-thiadiazole; nitrile imine; polyfluoroalkanethiocarboxylic acids; thioamide; [3+2] cycloaddition; quantumchemical calculations;
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摘要
[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.
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页码:1268 / 1276
页数:8
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