- Preparation of trifluorovinyl compounds by lithium salt-promoted monoalkylation of tetrafluoroethene
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Treatment of tetrafluoroethene (TFE) with diethylzinc in the presence of lithium iodide gave 1,1,2-trifluoro-1-butene in moderate yield. In the absence of lithium iodide, however, the nucleophilic addition of diethylzinc to TFE proceeded very slowly to afford ethyl 1,1,2,2-tetrafluorobutylzinc. The addition of lithium iodide to a solution of ethyl-1,1,2,2-tetrafluorobutylzinc resulted in a smooth transformation into 1,1,2-trifluoro-1-butene. In the presence of lithium chloride, the reaction of TFE with benzyl or allyl Grignard reagents afforded the corresponding monosubstituted products in good to excellent yields.
- Ohashi, Masato,Kamura, Ryohei,Doi, Ryohei,Ogoshi, Sensuke
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supporting information
p. 933 - 935
(2013/09/02)
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- Novel introduction of a tetrafluoroethylene (-CF2CF 2-) unit into organic molecules
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The reductive coupling of 4-bromo-3,3,4,4-tetrafluorobut-1-ene with 2.4 equivalents of various carbonyl compounds proceeded very smoothly in the presence of 2.4 equivalents of MeLi/LiBr-free at -78°C for two hours, giving the corresponding adducts in high
- Konno, Tsutomu,Takano, Shinya,Takahashi, Yoshikazu,Konishi, Hideaki,Tanaka, Yusuke,Ishihara, Takashi
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scheme or table
p. 33 - 44
(2011/02/26)
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- Fluorinated butene derivatives and methods for their preparation
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New chemical reactions of 1,1,2-trifluoro-1,3-butadiene provide simple access to a series of new fluorinated alkene derivatives. These derivatives provide a simple, general methodology for the stereocontrolled preparation of 2-fluoro-2-alkenoate esters an
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- 1,1,2-Trifluoro-1,3-butadiene: A Convenient C4 Intermediate for Functionalized Monofluoroolefins
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The regioselective methoxybromination of 1,1,2-trifluoro-1,3-butadiene to give (Z)-4-bromo-1-methoxy-1,1,2-trifluoro-2-butene (3a) is reported.This can easily be transformed into a wide range of (Z)-2-fluoro-2-alkenoates (4a-c, 5).The reaction of benzenes
- Matsuo, Noritada,Kende, Andrew S.
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p. 2304 - 2308
(2007/10/02)
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