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

页码：416 / 425

页数：10

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