Tetrafluoroalkyl bromides are metalated with equimolar 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 nucleophilic tetrafluoroethylation protocol affording unique synthetic building blocks.

CF Plus Chemicals s r o Kamenice 771 34 625 00 Brno Czech Republic

Laboratory of Molecular Structure Characterization Institute of Microbiology Academy of Sciences of the Czech Republic Vídeňská 1083 142 20 Prague 4 Czech Republic

The Institute of Organic Chemistry and Biochemistry Czech Academy of Sciences Flemingovo náměstí 2 166 10 Prague 6 Czech Republic

Citace poskytuje Crossref.org

Synthesis and Cycloaddition Reactions of 1-Azido-1,1,2,2-tetrafluoroethane