- Synthesis of trifluoromethylated compounds from alcohols via alkoxydiphenylphosphines
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The transformation of hydroxyl group in benzyl or allyl alcohols to trifluoromethyl was achieved via the reaction of the corresponding alkyloxydiphenylphosphine and CuCF3, generated in situ from methyl fluorosulfonyldifluoroacetate and CuI, under mild conditions. A plausible mechanism was proposed on the basis of experimental results.
- Li, Jun-Li,Yang, Xian-Jin,Wang, Yanan,Liu, Jin-Tao
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supporting information
p. 254 - 259
(2015/09/02)
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- Novel Synthesis of 2,2,2-Trifluoroethyl Compounds from Homoallylic Alcohols: A Copper(I) Iodide-initiated Trifluoromethyl-Dehydroxylation Process
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Benzyl, prop-2-enyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyldifluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields.The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and CuI.A trifluoromethylation-dehydroxylation mechanism, initiated by CuI, is proposed.
- Duan, Jian-Xing,Chen, Quing-Yun
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p. 725 - 730
(2007/10/02)
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- The reactions of copper-dibromodifluoromethane-amide systems with alcohols
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1,1,1-Trifluoro-2-arylethanes can be prepared by the trifluoromethyldehydroxylation of benzyl alcohols using the copper-dibromodifluoromethane-amide reaction system, although the yields are low.The mechanism of the reaction may involve chelation of the substrate to copper so that α-substituted benzyl alcohols and other alcohols are unreactive.
- Clark, James H.,McClinton, Martin A.,Blade, Robert J.
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p. 257 - 267
(2007/10/02)
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