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

ABSTRACT: We have found a novel method for introducing heptafluoro-2-propyl CF(CF₃)₂ groups into carbon-carbon unsaturated bonds via a nucleophilic reaction using 2H-heptafluoropropane as the source of CF(CF₃)₂ groups. The reaction involves the nucleophilic addition of a heptafluoro-2-propyl anion, generated by treating 2H-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.

SUBMITTER: Higashi Y

PROVIDER: S-EPMC10949241 | biostudies-literature | 2024 Mar

REPOSITORIES: biostudies-literature

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

Higashi Yusuke Y Shima Kotono K Suzuki Mikiya M Fujishiro Moe M Kawai Tsuyoshi T Morimoto Tsumoru T

The Journal of organic chemistry 20240305 6

We have found a novel method for introducing heptafluoro-2-propyl CF(CF3)2 groups into carbon-carbon unsaturated bonds via a nucleophilic reaction using 2H-heptafluoropropane as the source of CF(CF3)2 groups. The reaction involves the nucleophilic addition of a heptafluoro-2-propyl anion, generated by treating 2H-heptafluoropropane with a fluoride ion, to various electron-deficient unsaturated compounds. This allows the easy synthesis of ...[more]

PMID: 38443796

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