An efficient, scalable and operationally simple one-pot, 2-step strategy for the nucleophilic formylation of trifluoromethyl ketones is presented. The key step is an unprecedented diaza-carbonyl-ene reaction of formaldehyde tert-butyl hydrazone and trifluoromethyl ketones under solvent-free conditions. This reaction proved to be very fast, clean and high-yielding, affording densely functionalis...

trifluoromethylated organic compounds, especially chiral quaternary alcohols bearing trifluoromethyl group are of important intermediates in drugs, agrochemicals and etc.an efficient epoxidation of β-cf3-β,β-disubstituted unsaturated ketones (6) has been developed with environmental benign hydrogen peroxide as the oxidant and f5-substituted chiral quaternary ammonium salt (1g or 5) derived from...

A series of novel (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl)phosphinic acids - analogues of proteinogenic and nonproteinogenic α-amino acids were prepared. The synthetic methodology was based on nucleophilic addition of (trifluoromethyl)phosphinic acid or (difluoromethyl)phosphinic acid or its ethyl ester to substrates with C=N or activated C=C double bonds. Analogues of glycine, ph...

The ozonation of trifluralin coated on azelaic acid particles is investigated with a vacuum ultraviolet photoionization aerosol time-of-flight mass spectrometer. The suspended trifluralin particles with the mean diameter of 270nm react with approximately 100ppm ozone in an aerosol reaction chamber under ambient pressure and room temperature (1atm, 298K). The time-of-flight mass spectra of the t...

Abstract We have developed a nickel-catalyzed insertion reaction of an alkyne into 2-(trifluoromethyl)-1,3-benzothiazole to give seven-membered benzothiazepine that is converted 2-(trifluoromethyl)quinoline by thermal desulfidation. This process can be considered formal substitution sulfur atom with alkyne. The structure the thianickelacycle intermediate formed through oxidative addition C–S bo...

A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed.

A modified dumbbell obtained by replacing one of the phenyl groups of the dibenzylammonium with a strong electron-withdrawing trifluoromethyl group templated the synthesis of the smallest [2]rotaxane reported so far. The trifluoromethyl group not only enhances the templating effect of the dumbbell but also acts as the stopper to prevent dethreading of a [20]crown ether macrocycle.

The first formal [3+2] cycloaddition using α-trifluoromethyl-(indol-3-yl)methanols as the trifluoromethylated C3 1,3-dipoles for the construction of the five-membered carbocycle of 1-trifluoromethylated cyclopenta[b]indole alkaloids is described. An unprecedented step-wise dehydrative alkenylation of α-trifluoromethyl alcohols was revealed as the crucial transformation.

A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes is reported. The reactions of trifluoromethanesulfanylamide with 1-methoxy-2-alkynylbenzenes or methyl(2-alkynylphenyl)sulfanes promoted by BiCl3 proceed smoothly with broad functional group tolerance.

An effective method for highly enantioselective alkynylation of ketoimine (α-trifluoromethyl ketoimine ester) has been developed via a zinc/BINOL catalyzed process. This protocol provides a useful and facile access to optically active quaternary α-trifluoromethyl α-amino acids and related derivatives of interest in life sciences.