- Improved synthesis of trifluoromethyl sulfones used as intermediates for the preparation of di- or tri-substituted olefins
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Primary and secondary trifluoromethyl sulfones (triflones) are efficiently obtained from easily available sodium trifluoromethanesulfinate (triflinate) and alkyl bromides in N,N-dimethylacetamide.This technique is more powerful than the potassium triflinate/acetonitrile system.Ethyl aconitate can be also produced in one step from ethyl bromoacetate and diisopropylethylamine, sodium triflinate being a catalyst.
- Eugene, Fabrice,Langlois, Bernard,Laurent, Eliane
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p. 301 - 310
(2007/10/02)
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- Copper electron-transfer induced trifluoromethylation with methyl fluorosulphonyldifluoroacetate
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Treatment of halogen compounds, RX, with methyl fluorosulfonyldifluoroacetate and copper powder in dimethylformamide for 4 h at 65 - 80 deg C resulted in the corresponding trifluoromethylated products, RCF3, in good yield.In the absence of halogen compounds and at 100 deg C, methyl triflone (CF3SO2CH3) was synthesized readily in the 20 - 30percent yield from the same reaction system.The fact that the reaction was suppressed by oxygen, p-dinitrobenzene or in the darkness suggested that a copper-induced electron-transfer process was involved in this new trifluoromethylating system.
- Chen, Qing-Yun,Yang, Guo-Ying,Wu Sheng-Wen
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p. 291 - 298
(2007/10/02)
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