Synthesis and chemical properties of Di(2-fluoro-2-polyfluoroalkyl- alkenyl)sulfides and 2,6-bis(polyfluoroalkyl)-1,4-oxathiine 4,4-dioxides

被引：2
|
作者：
Borodkin, Yaroslav [1 ]
Rusanov, Eduard [1 ]
Marchenko, Anatolii [1 ]
Koidan, Yuriy [1 ]
Shermolovich, Yuriy [1 ]
机构：
[1] NAS Ukraine, Inst Organ Chem, Kiev, Ukraine
来源：
JOURNAL OF SULFUR CHEMISTRY | 2019年 / 40卷 / 04期
关键词：
Polyfluoroalkyl sulfides; polyfluoroalkyl sulfones; divinyl sulfides; divinyl sulfones; 1,4-oxathiines; dehydrofluorination; STARTING MATERIALS; DIVINYL SULFIDE; SELENIUM;
D O I：
10.1080/17415993.2019.1596269
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Di(1,1-dihydropolyfluoroalkyl)sulfides were synthesized by alkylation of sodium sulfide with tosylates or triflates of the corresponding 1,1-dihydropolyfluoroalkanoles. Dehydrofluorination of the obtained sulfides with strong organic bases such as alkylimino tris(dialkylamino) phosphoranes results in the formation of E-isomers of di(2-fluoro-2-polyfluoroalkyl alkenyl)sulfides. Oxidation of di(1,1-polyfluoroalkyl)sulfides by hydrogen peroxide in acetic acid affords di(1,1-polyfluoroalkyl)sulfones, dehydrofluorination of these compounds under the action of triethylamine allowed access to the E-isomers of di(2-fluoro-2-polyfluoroalkyl-alkenyl)sulfones. The obtained sulfones are convenient starting compounds for the synthesis of previously unknown fluorine-containing derivatives of monocyclic oxathiines. [GRAPHICS] .
引用
收藏
页码：416 / 425
页数：10
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