Synthetic Utilization of 2 H -Heptafluoropropane: Ionic 1,4-Addition to Electron-Deficient Carbon-Carbon Unsaturated Bonds

We have found a novel method for introducing heptafluoro-2-propyl CF(CF ) groups into carbon-carbon unsaturated bonds via a nucleophilic reaction using 2 -heptafluoropropane as the source of CF(CF ) groups. The reaction involves the nucleophilic addition of a heptafluoro-2-propyl anion, generated by...

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Veröffentlicht in:Journal of organic chemistry 2024-03, Vol.89 (6), p.3962-3969
Hauptverfasser: Higashi, Yusuke, Shima, Kotono, Suzuki, Mikiya, Fujishiro, Moe, Kawai, Tsuyoshi, Morimoto, Tsumoru
Format: Artikel
Sprache:eng
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Zusammenfassung:We have found a novel method for introducing heptafluoro-2-propyl CF(CF ) groups into carbon-carbon unsaturated bonds via a nucleophilic reaction using 2 -heptafluoropropane as the source of CF(CF ) groups. The reaction involves the nucleophilic addition of a heptafluoro-2-propyl anion, generated by treating 2 -heptafluoropropane with a fluoride ion, to various electron-deficient unsaturated compounds. This allows the easy synthesis of various aliphatic compounds containing heptafluoro-2-propyl groups.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02798