Categories: C-C Bond Formation > Heteroatom-containing Molecules > Perfluoroalkanes, Trihalomethyl Carbinols
Synthesis of trifluoromethyl carbinols
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Recent Literature
In the presence of molecular sieves in DMSO, trifluoromethylation of various
aldehydes and ketones with trifluoromethyltrimethylsilane proceeded very
smoothly to give the corresponding trifluoromethylated adduct in good to
quantitative yields without a base catalyst.
K. Iwanami, T. Oriyama, Synlett,
2006, 112-114.
A nucleophilic trifluoromethylation reaction of carbonyl
compounds with Ruppert’s reagent, Me3SiCF3, was efficiently
promoted by a P(t-Bu)3-DMF system. Imines were also converted to the desired
α-trifluoromethyl amines under similar reaction conditions.
S. Mizuta, N. Shibata, T. Sato, H. Fujimoto, S. Nakamura, T. Toru, Synlett,
2006, 267-270.
S. Mizuta, N. Shibata, T. Sato, H. Fujimoto, S. Nakamura, T. Toru, Synlett,
2006, 267-270.
Mercury(II) chloride efficiently activates magnesium metal to induce a
desulfonylative trifluoromethylation process. The new reductive
trifluoromethylation provides an alternative method for efficient
trifluoromethylation of non-enolizable or enolizable aldehydes with readily
available phenyl trifluoromethyl sulfone reagent.
Y. Zhao, J. Zhu, C. Ni, J. Hu, Synthesis, 2010,
1899-1904.
