An Efficient Catalyst-Free Direct Approach to 5-Polyfluoroalkyl-1,2,4-triazole-3-thiones

Author:

Slivka Mikhailo V.1ORCID,Holovko-Kamoshenkova Oksana M.12,Hrdina Radim2,Baumer Vyacheslav N.3,Korol Nataliya I.1,Sokolenko Liubov V.4,Lendel Vasil G.1

Affiliation:

1. Uzhhorod National University, Faculty of Chemistry, Department of Organic Chemistry

2. Charles University, Faculty of Science, Department of Organic Chemistry

3. SSI ‘Institute for Single Crystals’ NASU

4. Institute of Organic Chemistry NASU

Abstract

AbstractAn easy to handle high-efficient approach to 5-polyfluoroalkyl-1,2,4-triazole-3-thiones (11 examples, up to 91% yield) is reported. The tautomerism of thione and thiol forms for the obtained products is discussed. A one step procedure for 6,6-dimethyl-3-(trifluoromethyl)-5,6-dihydro[1,3]thiazolo[2,3-c][1,2,4]triazole formation from trifluoroacetic acid and 4-methallylthiosemicarbazide has been developed. The structures of the products were unambiguously determined by complex NMR investigation and by single crystal X-ray diffraction.

Funder

Ministry of Education and Science of Ukraine

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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