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

Authors

  • Сергей С. Михайличенко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660
  • Надежда В. Пикун Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660
  • Эдуард Б. Русанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660
  • Александр Б. Роженко Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660
  • Юрий Г. Шермолович Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

DOI:

https://doi.org/10.1007/4095

Keywords:

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

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*

Author Biographies

Сергей С. Михайличенко, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

Старший научный сотрудник

Надежда В. Пикун, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

Научный сотрудник

Эдуард Б. Русанов, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

заведующий лабораторией

Александр Б. Роженко, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

заведующий отделом

Юрий Г. Шермолович, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murman'ska St., Kyiv 02660

Заместитель директора института по научной работе

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Published

2017-12-21

Issue

Vol. 53 No. 11 (2017)

Section

Original Papers