Synthesis and reactions of ω-CF3O-substituted aliphatic sulfonyl chlorides
| Autor: | Alexey V. Dobrydnev, Oleksandr O. Grygorenko, Andriy V. Kozytskiy, Ivan G. Logvinenko, Ivan S. Kondratov |
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| Rok vydání: | 2021 |
| Předmět: |
Sulfonyl
chemistry.chemical_classification 010405 organic chemistry Organic Chemistry Substituent Salt (chemistry) 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Isothiuronium Trifluoromethanol Inorganic Chemistry chemistry.chemical_compound chemistry Thiourea Propane Reagent Environmental Chemistry Physical and Theoretical Chemistry |
| Zdroj: | Journal of Fluorine Chemistry. 246:109799 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/j.jfluchem.2021.109799 |
| Popis: | A two-step approach to the synthesis of ω-CF3O-substituted aliphatic sulfonyl chlorides is reported. The method is based on the reaction of alkylating agents bearing a ω-CF3O substituent with thiourea and subsequent oxidative chlorination of the obtained isothiuronium salt. In this way, β-(trifluoromethoxy)ethane and γ-(trifluoromethoxy)propane sulfonyl chlorides were obtained and assessed as the reagents in the sulfonylation reaction with amines. The former one participated the reaction affording the corresponding vinylsulfonamides because of β-elimination of trifluoromethanol, while the latter one allowed for the preparation of desired γ-(trifluoromethoxy)propane sulfonamides. |
| Databáze: | OpenAIRE |
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