Nucleophilic Tetrafluoroethylation Employing in Situ Formed Organomagnesium Reagents

被引：32

作者：

Budinska, Alena ^{[1
]}

Vaclavik, Jiri ^{[1
,2
]}

Matousek, Vaclav ^{[3
]}

Beier, Petr ^{[1
]}

机构：

[1] Acad Sci Czech Republic, Inst Organ Chem & Biochem, Flemingovo Namesti 2, Prague 16610 6, Czech Republic

[2] Acad Sci Czech Republic, Inst Microbiol, Lab Mol Struct Characterizat, Videnska 1083, CR-14220 Prague 4, Czech Republic

[3] CF Plus Chem Sro, Kamenice 771-34, Brno 62500, Czech Republic

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 22期

关键词：

ENANTIOSELECTIVE SYNTHESIS; FLUORINATED SULFONES; ORGANIC-SYNTHESIS; PERFLUOROALKYL; ANALOGS; ALKENES; CONSTRUCTION; INHIBITORS; GALACTOSE; BINDING;

D O I：

10.1021/acs.orglett.6b02890

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrafluoroalkyl bromides are metalated with equi-molar iPrMgCl.LiCl (Turbo Grignard) to form organomagnesium compounds which are stable at low temperatures and react with various electrophiles (aldehydes, ketones, CO2, cyclic sulfate and sulfamidate, N-sulfonylimines, nitrone, chlorophosphate, nonaflyl azide) to afford novel functionalized tetrafluoroethylene-containing products. Ease of operation, excellent selectivity, high nucleophilicity, and enhanced stability of the reactive species together with a broad substrate scope comprise a highly attractive nudeophilic tetrafluoroethylation protocol affording unique synthetic building blocks.

引用

页码：5844 / 5847

页数：4

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